New learning discoveries about 1228779-96-1

1228779-96-1 3-Nitro-4-(((tetrahydro-2H-pyran-4-yl)methyl)amino)benzenesulfonamide 57474953, aTetrahydropyrans compound, is more and more widely used in various fields.

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.1228779-96-1,3-Nitro-4-(((tetrahydro-2H-pyran-4-yl)methyl)amino)benzenesulfonamide,as a common compound, the synthetic route is as follows.

The mixture of (S)-2-((1H-pyrrolo [2, 3-b] pyridin-5-yl) oxy)-4-(2- (2- (2-cyclopropylphenyl) pyrrolidin-1-yl) -7-azaspiro [3.5] nonan-7-yl) benzoic acid (2.0 g, 3.56 mmol), triethylamine (1.08 g, 10.68 mmol), 2- (7-Azabenzotriazol-1-yl) -N, N, N’, N’-tetramethyluronium hexafluorophosphate (1.62 g, 4.27 mmol) in DCM (100 mL) was stirred for 4 hours at room temperature. Then to the resulting reaction mixture was added 3-nitro-4- (((tetrahydro-2H-pyran-4-yl) methyl) amino) benzenesulfonamide (1.35 g, 4.27 mmol) and DMAP (50 mg, 0.40 mmol). After stirred overnight, the reaction mixture was quenched and washed with NH 4Cl, dried over Na 2SO 4 and concentrated in vacuum. The resulted residue was purified by chromatography column on silica (eluent: PE/EA =1/1, then DCM/MeOH = 60/1 to 40/1), and then the desired compound was obtained (1.3 g, yield: 42.5%). 1H NMR (400 MHz, DMSO-d 6) delta ppm: 11.63 (s, 1H), 11.30 (br, 1H), 8.58 -8.47 (m, 2H), 7.99 (s, 1H), 7.74 (d, J = 8.8 Hz, 1H), 7.55 -7.42 (m, 4H), 7.19 -7.08 (m, 2H), 7.04 -6.90 (m, 2H), 6.66 (d, J = 8.8 Hz, 1H), 6.35 (s, 1H), 6.18 (m, 1H), 4.34 -4.08 (m, 1H), 3.85 (d, J = 8.8 Hz, 2H), 3.31 -3.18 (m, 6H), 3.05 -2.93 (m, 4H), 2.67 -2.51 (m, 1H), 2.35 -2.25 (m, 1H), 2.07 -2.01 (m, 1H), 1.95 -1.68 (m, 6H), 1.62 (d, J = 12.8 Hz, 2H), 1.55 -1.21 (m, 9H), 0.92 -0.85 (m, 2H), 0.65 -0.53 (m, 2H). MS (ESI, m/e) [M+1] + 859.8., 1228779-96-1

1228779-96-1 3-Nitro-4-(((tetrahydro-2H-pyran-4-yl)methyl)amino)benzenesulfonamide 57474953, aTetrahydropyrans compound, is more and more widely used in various fields.

Reference£º
Patent; BEIGENE, LTD.; GUO, Yunhang; XUE, Hai; WANG, Zhiwei; SUN, Hanzi; (493 pag.)WO2019/210828; (2019); A1;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics

Downstream synthetic route of 4677-18-3

4677-18-3, As the paragraph descriping shows that 4677-18-3 is playing an increasingly important role.

4677-18-3, 2-(Tetrahydro-2H-pyran-4-yl)ethanol is a Tetrahydropyrans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a solution of 1.63 g (12.5 mmol) of Compound 18 in pyridine (15 mL) are added 3.58 g (18.8 mmol) of p-toluenesulfonylchloride. The reaction is stirred at room temperature for 5 h. The reaction mixture is concentrated under reduced pressure. The residue is dissolved 2M aqueous HCl solution (20 mL) and extracted with ethyl acetate (3¡Á50 mL). The combined organic extracts are dried over Na2SO4, filtered and the solvent is removed to give 1.9 g of Compound 19 as off-white crystalline solid. Yield: 53%; ES-MS: m/z 285 [M+H]; 1H-NMR (500 MHz, CHLOROFORM-d) delta ppm 1.17-1.29 (2H, m), 1.45-1.52 (2H, m), 1.57-1.67 (3H, m), 2.46 (3H, s), 3.32 (2H, td, J=11.78, 1.93 Hz), 3.91 (2H, dd, J=11.28, 4.13 Hz), 4.08 (2H, t, J=6.14 Hz), 7.36 (2H, d, J=8.07 Hz), 7.80 (2H, d, J=8.44 Hz).

4677-18-3, As the paragraph descriping shows that 4677-18-3 is playing an increasingly important role.

Reference£º
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; US2011/71196; (2011); A1;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics

New learning discoveries about 116131-44-3

116131-44-3 3-(Bromomethyl)tetrahydro-2H-pyran 22617257, aTetrahydropyrans compound, is more and more widely used in various fields.

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.116131-44-3,3-(Bromomethyl)tetrahydro-2H-pyran,as a common compound, the synthetic route is as follows.

Step 1: DMPU (225ml), FeCl3(0.75g) and CuCl (0.3g) are added to 3-bromomethyltetrahydropyran (24.75g, 0.138mol), and then Et2Zn (106.8ml) is slowly dropped at 40?45 C for 45 minutes to obtain a zinc-reagent. THF (810 ml) and PdCl2(dppf) (5.09 g) are added to 4-chloro-2-(4-chlorophenyl) – thieno[2,3-d]pyridazinyl-7-ethyl formate (30g), and then addition of the zinc-reagent to the THF solution and reacted at 45C for 4 hours. The above mixture is poured into a saturated brine, filtrated after stirring for 15 minutes and placed for layer separation. The aqueous phase is extracted with THF (500 ml, 2 times). The organic phase is combined together, washed with saturated brine (500ml, 3 times) and dried with anhydrous Na2SO4 and evaporated under reduced pressure to remove solvent to obtain 4-(3-tetrahydropyranmethyl)-2-(4-chlorophenyl)-thieno[2,3-d]pyridazinyl-7-ethyl formate (25 g). MS (ESI): 417(M+1), 116131-44-3

116131-44-3 3-(Bromomethyl)tetrahydro-2H-pyran 22617257, aTetrahydropyrans compound, is more and more widely used in various fields.

Reference£º
Patent; Zhejiang Medicine Co., Ltd. Xinchang Pharmaceutical Factory; EP2241569; (2010); A1;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics

Brief introduction of 103260-44-2

As the paragraph descriping shows that 103260-44-2 is playing an increasingly important role.

103260-44-2, Ethyl 2-(tetrahydro-2H-pyran-4-yl)acetate is a Tetrahydropyrans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Ethyl 2-(tetrahydro-2H-pyran-4-yl)acetate (2.0 g) was dissolved in tetrahydrofuran (20 ml). A solution of lithium bis(trimethylsilyl)amide in tetrahydrofuran (1.0 M, 17 ml) was added dropwise under nitrogen atmosphere under ice-cooling, and the mixture was stirred at the same temperature for 15 minutes. Then, a solution of N-fluorobenzenesulfonimide (7.3 g) in tetrahydrofuran (20 ml) was added and the mixture was stirred at the same temperature for 3 hours. A saturated aqueous ammonium chloride solution and water were added under ice-cooling, followed by extraction with ethyl acetate. The organic layer was washed with brine and then dried over anhydrous sodium sulfate, and the solvent was evaporated. Chloroform-diethyl ether was added to the residue, and insoluble matter was removed by filtration. Thereafter, the solvent was evaporated and the residue was purified by silica gel column chromatography (developed with ethyl acetate-hexane and with chloroform) to give the title compound containing insoluble matter (0.9 g) as a pale orange oil.MS (ESI) m/z: 191 (M+H)+., 103260-44-2

As the paragraph descriping shows that 103260-44-2 is playing an increasingly important role.

Reference£º
Patent; Daiichi Sankyo Company, Limited; US2011/82138; (2011); A1;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics

Some tips on 25637-16-5

25637-16-5, 25637-16-5 4-Bromotetrahydropyran 13349654, aTetrahydropyrans compound, is more and more widely used in various fields.

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.25637-16-5,4-Bromotetrahydropyran,as a common compound, the synthetic route is as follows.

Preparation 203,6-Dihydro-2H-pyran4-Bromotetrahydropyran (20 g, 121 mmol) and 5 N sodium hydroxide (30 mL) are stirred and heated at 90 C for 18 h. The mixture is cooled to room temperature and the organic layer is separated from the aqueous. The organic layer, containing product only, is poured into a pre-weighed flask containing sodium sulfate for drying, which yields the title compound as a pale yellow oil (9.99 g, 98%). The title compound is stored over sodium sulfate as volatility prevents any filtering, rinsing, and concentration in vacuo. 1H NMR (400 MHz, DMSO-de) delta 5.78-5.74 (m, 1H), 5.69-5.66 (m, 1H), 3.96-3.94 (m, 2H), 3.61 (t, J= 5.5 Hz, 2H), 2.01-1.99 (m, 2H).

25637-16-5, 25637-16-5 4-Bromotetrahydropyran 13349654, aTetrahydropyrans compound, is more and more widely used in various fields.

Reference£º
Patent; ELI LILLY AND COMPANY; JADHAV, Prabhakar Kondaji; SAEED, Ashraf; GREEN, Jonathan Edward; KRISHNAN, Venkatesh; MATTHEWS, Donald Paul; STEPHENSON, Gregory Alan; WO2013/55577; (2013); A1;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics

New learning discoveries about 1240390-36-6

1240390-36-6 tert-Butyl ((3R,4R)-4-aminotetrahydro-2H-pyran-3-yl)carbamate 68077633, aTetrahydropyrans compound, is more and more widely used in various fields.

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.1240390-36-6,tert-Butyl ((3R,4R)-4-aminotetrahydro-2H-pyran-3-yl)carbamate,as a common compound, the synthetic route is as follows.

1,1-dimethylethyl [(3R,4R)-4-({5-(aminocarbonyl)-4-[(4-methylphenyl)amino]-2- pyrimidinyl}amino)tetrahydro-2H-pyran-3-yl]carbamateA mixture of 1 ,1-dimethylethyl [(3R,4R)-4-aminotetrahydro-2H-pyran-3-yl]carbamate (38g), 2-chloro-4-[(4-methylphenyl)amino]-5-pyrimidinecarboxamide (46.2g) and triethylamine (49.0ml) in DMF (250ml) was heated and stirred at 900C. The mixture was added to water (11) and the solid precipitate collected by filtration. The precipitate was washed with water (2 x 200ml) and dried overnight at 4O0C in vacuo. The product was suspended in ethyl acetate (600ml) and heated to reflux for 30min, cooled in ice to 5C and the product collected by filtration. This was washed with ethyl acetate (2x 100ml) and dried at 400C in vacuo to give 1 ,1-dimethylethyl [(3R,4R)-4-({5-(aminocarbonyl)-4-[(4-methylphenyl)amino]-2- pyrimidinyl}amino)tetrahydro-2H-pyran-3-yl]carbamate (53.Og). LCMS (Method A): Rt 1.05min, MH+ 443.Variable temperature 1 H NMR (400MHz, D6-DMSO, 119C): deltaH 1 1.21 (1 H, bs),8.55(1 H, s), 7.53(2H, m), 7.14(4H, m), 6.57(1 H, d), 6.01 (1 H, d), 4.21 (1 H, m), 3.91-3.78(3H, m), 3.51-3.42(2H, m), 2.30(3H, s), 2.00-1.88(1 H, m), 1.74-1.62(1 H, m),1.37(9H, s)., 1240390-36-6

1240390-36-6 tert-Butyl ((3R,4R)-4-aminotetrahydro-2H-pyran-3-yl)carbamate 68077633, aTetrahydropyrans compound, is more and more widely used in various fields.

Reference£º
Patent; GLAXO GROUP LIMITED; ATKINSON, Francis, Louis; PATEL, Vipulkumar, Kantibhai; WO2010/97248; (2010); A1;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics

Some tips on 101691-65-0

101691-65-0, The synthetic route of 101691-65-0 has been constantly updated, and we look forward to future research findings.

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.101691-65-0,(Tetrahydro-2H-pyran-4-yl)methyl 4-methylbenzenesulfonate,as a common compound, the synthetic route is as follows.

Example 203B 5-methyl-3-((tetrahydro-2H-pyran-4-yl)methyl)thiazol-2(3H)-imine A mixture of Example 203A (1.9 g, 7.0 mmol), 2-amino-5-methylthiazole (0.80 g, 7.0 mmol) and tetrabutylammonium iodide (1.3 g, 3.5 mmol) in 3 mL of N,N-dimethylformamide was warmed to 85 C. and was allowed to stir for 24 hours. The mixture was diluted with 10 mL of CH2Cl2, washed with 10% aqueous NaHCO3, dried over anhydrous Na2SO4, filtered and concentrated under reduced pressure. Purification via column chromatography (SiO2, 10% methanol in ethyl acetate then 9:1:0.1 CH2Cl2:methanol:NH4OH) afforded the title compound. MS (DCI/NH3) m/z 213 (M+H)+.

101691-65-0, The synthetic route of 101691-65-0 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Florjancic, Alan S.; Dart, Michael J.; Ryther, Keith B.; Perez-Medrano, Arturo; Carroll, William A.; Patel, Meena V.; Tietje, Karin Rosemarie; Li, Tongmei; Kolasa, Teodozyj; Gallagher, Megan E.; Peddi, Sridhar; Frost, Jennifer M.; Nelson, Derek W.; US2008/58335; (2008); A1;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics

Some tips on 33821-94-2

33821-94-2 2-(3-Bromopropoxy)tetrahydro-2H-pyran 2777988, aTetrahydropyrans compound, is more and more widely used in various fields.

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.33821-94-2,2-(3-Bromopropoxy)tetrahydro-2H-pyran,as a common compound, the synthetic route is as follows.

Under argon protection,Anhydrous tetrahydrofuran (100 mL) and 1-octyne (8.82 g, 80 mmol) were added to a 200 mL Schlenk reaction flask and stirred to dissolve.The mixture was cooled to -40 C, n-butyllithium (39.0 mL, 2.4 M n-hexane solution, 88 mmol) was slowly added dropwise, and the reaction was stirred for 4 h after the dropwise addition.Then, HMPA (6.83 mL, 80 mmol) was added dropwise dropwise, and the reaction was stirred for 0.5 h.1-tetrahydropyranyloxy-3-bromopropane 2 (8.92 g, 40 mmol) was added dropwise.After the addition was completed, the temperature was slowly raised to room temperature to continue the reaction for 24 hours.After completion of the reaction, the reaction was quenched with a saturated aqueous solution of ammonium chloride and the organic phase was separated.The aqueous phase was extracted with diethyl ether (3¡Á40 mL).The organic phase was washed with aq. aq.Finally purified by silica gel column chromatography (petroleum ether / ethyl acetate 30:1).Obtained a light yellow oily liquid 1-tetrahydropyranyloxy-4-undecyne 3(9.09 g, yield 90%)., 33821-94-2

33821-94-2 2-(3-Bromopropoxy)tetrahydro-2H-pyran 2777988, aTetrahydropyrans compound, is more and more widely used in various fields.

Reference£º
Patent; China Agricultural University; Zhong Jiangchun; Sun Xiao; Bian Qinghua; Wang Min; Zhou Yun; Yuan Gucheng; (7 pag.)CN109970534; (2019); A;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics

Some tips on 1197-66-6

1197-66-6, The synthetic route of 1197-66-6 has been constantly updated, and we look forward to future research findings.

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.1197-66-6,2,2,6,6-Tetramethyl-2H-3,5,6-trihydropyran-4-one,as a common compound, the synthetic route is as follows.

A reaction vessel was charged with 2,2,6,6-tetramethyltetrahydropyran-4-one (CAS: 1197-66-6, 5.00 g, 32.0 mmol), ethyl cyanoacetate (CAS: 105-56-6, 3.4 ml, 32.0 mmol), morpholine (CAS: 110-91-8, 8.4 ml, 96.0 mmol) and sulfur (CAS: 7704-34-9, 1.03 g, 32.0 mmol) and solvated in ethanol (70 ml). The reaction was set to stir at RT and next heated at 80 C overnight. The reaction was allowed to cool to RT and the solvent was removed under reduced pressure. The residue was partitioned between EtOAc and brine. The two phases were separated and the organic phase was washed with brine. The organic phase was dried over MgS04and the solvent was removed under reduced pressure. Purification by flash chromatography on silica gel (eluting with 0-40% EtOAc in isohexane) afforded ethyl 2-amino-5,5,7, 7-tetramethyl-4, 7-dihydro-5H-thieno[2,3-c]pyran-3- carboxylate as a yellow oil (7.60 g, yield 84%). The title compound was then synthesized according to the procedure described in Example 1 using ethyl 2-amino-5,5,7,7-tetramethyl-4,7- dihydro-5H-thieno[2,3-c]pyran-3-carboxylate and benzoyl chloride (CAS: 98-88-4) as starting materials (off-white solid, yield 16%).1H NMR (DMSO-d6, 400MHz): d = 13.53 (br s, 1H), 12.40 (s, 1H), 7.97 (d, J=7.5 Hz, 2H), 7.78 – 7.65 (m, 3H), 2.83 (s, 2H), 1.52 (s, 6H), 1.28 (s, 6H). LC/MS (Table 1, Method C) Rt= 2.69 min; MS m/z : 360 [M+H]+.

1197-66-6, The synthetic route of 1197-66-6 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; ENYO PHARMA; MELDRUM, Eric; DE CHASSEY, Benoit; MACHIN, Peter; LANARO, Roberta; MACLEOD, Calum; MALAGU, Karine, Fabienne; PROISY, Nicolas; VESEY, David, Richard; WINSHIP, Paul, Colin, Michael; CHAMBERS, Mark; PAPARIN, Jean-Laurent; (150 pag.)WO2019/154949; (2019); A1;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics

Some tips on 130290-79-8

The synthetic route of 130290-79-8 has been constantly updated, and we look forward to future research findings.

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.130290-79-8,(Tetrahydro-2H-pyran-4-yl)methanamine,as a common compound, the synthetic route is as follows.

To a 500 mL three-neck RB flask equipped with a mechanical stirrer were charged the 4- chloro-3-nitrobenzenesulfonamide (23.7 g, 100 mmol), DIPEA (12.9 g, 100 mmol), (tetrahydro-2H-pyran-4-yl)methanamine( 11.5 g, 100 mmol) and acetonitrile (200 mL). The reaction mixture was adjusted to an internal temperature of 80 C and agitated for no less than 12 hours. The product solution was cooled down to 40 C and agitated for no less than 1 hour until precipitation observed. The product slurry was further cooled to 20 C. Water (80 mL) was slowly charged over no less than 1 hour, and the mixture cooled to 10 C and agitated for no less than 2 hours before collected by filtration. The wet cake was washed with 1:1 mix of acetonitrile:water (40 mL). The wet cake was rinsed with water (80 mL) at 40 C for no less than 1 hour before collected by filtration. The wet cake was rinsed with water (20 mL), and dried at 75 C under vacuum to give the 3 -nitro-4-(((tetrahydro-2H-pyran-4-yl)methyl)amino)benzenesulfonamide (24.5 g, 78%) as an orange solid. ?H NMR (400 MHz, DMSO) 8.60 (t, I = 5.9 Hz, 1H), 8.48 (d, I = 2.2 Hz, 1H), 7.84 (dd, I = 9.2, 2.0 Hz, 1H), 7.54-7.18 (m, 3H), 3.86 (dd, I = 11.3, 3.2 Hz, 2H), 3.35 (s, 2H), 3.27 (t, I = 10.9 Hz, 2H), 1.92 (ddd, I = 11.2, 7.4, 3.9 Hz, 1H), 1.62 (d, I =11.4 Hz, 2H), 1.27 (qd, I = 12.3, 4.4 Hz, 2H)., 130290-79-8

The synthetic route of 130290-79-8 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; NEWAVE PHARMACEUTICAL INC.; CHEN, Yi; LOU, Yan; (108 pag.)WO2019/40550; (2019); A1;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics