Day: September 3, 2020

388109-26-0, Ethyl 3-oxotetrahydro-2H-pyran-4-carboxylate is a Tetrahydropyrans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Step 1 To a solution of ethyl 3-oxotetrahydro-2H-pyran-4-carboxylate (1.0 g, 5.81 mmol) in DCM (30 mL) was added DIPEA (1.22 mL, 6.97 mmol) and Tf2O (1.08 mL, 6.39 mmol) at -78 C., then it was warmed up to room temperature and stirred at room temperature for 2 h, the solution was diluted with DCM, washed with Sat. NaHCO3, brine, dried and concentrated to give ethyl 5-(((trifluoromethyl)sulfonyl)oxy)-3,6-dihydro-2H-pyran-4-carboxylate as crude product (2g)., 388109-26-0

388109-26-0 Ethyl 3-oxotetrahydro-2H-pyran-4-carboxylate 21362493, aTetrahydropyrans compound, is more and more widely used in various.

Reference£º
Patent; Xu, Qing; Li, Zhe; Metcalf, Brian W.; US2014/275176; (2014); A1;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.33024-60-1,Tetrahydro-2H-pyran-4-amine hydrochloride,as a common compound, the synthetic route is as follows.

Tetrahydro-2H-pyran-4-ylamine monohydrochloride (228 mg, 1.66 mmol), triethylamine (0.5 ml, 3.59 mmol), 1-ethyl-3-(3′-dimethylaminopropyl)carbodiimide monohydrochloride (367 mg, 1.91 mmol) and hydroxybenzotriazole (190 mg, 1.41 mmol) were added to a solution of 4-methyl-1H-indazole-5-carboxylic acid (225 mg, 1.28 mmol) in N,N-dimethylformamide (5.5 ml), and the resulting mixture was stirred at room temperature for 4 hours. After completion of the reaction, the reaction mixture was diluted with ethyl acetate and washed with a saturated aqueous sodium hydrogencarbonate solution. A small amount of the insoluble material was collected by filtration and then dried to obtain 4-methyl-N-tetrahydro-2H-pyran-4-yl-1H-indazole-5-carboxamide (41 mg). The filtrate was extracted with ethyl acetate and chloroform, and the combined organic layer was dehydrated over magnesium sulfate and then filtered. The filtrate was concentrated and the resulting residue was suspended in chloroform. The resulting suspension was filtered and the precipitate was dried to obtain 4-methyl-N-tetrahydro-2H-pyran-4-yl-1H-indazole-5-carboxamide (134 mg, 52.7percent).1H-NMR (DMSO-d6) delta; 1.45-1.58 (m, 2H), 1.76-1.80 (m, 2H), 2.58 (s, 3H), 3.33-3.42 (m, 2H), 3.84-4.03 (m, 3H), 7.29 (d, J=8.6Hz, 1H), 7.35 (d, J=8.6Hz, 1H), 8.13 (d, J=7.9Hz, 1H), 8.19 (d, J=0.9Hz, 1H), 13.11 (br, 1H)., 33024-60-1

33024-60-1 Tetrahydro-2H-pyran-4-amine hydrochloride 44118693, aTetrahydropyrans compound, is more and more widely used in various.

Reference£º
Patent; Sumitomo Pharmaceuticals Company, Limited; EP1403255; (2004); A1;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.713-95-1,6-Heptyltetrahydro-2H-pyran-2-one,as a common compound, the synthetic route is as follows.,713-95-1

A solution OF 8-DEDOCANOLACTONE (7.9 mg, 0.04 mmol) and the product of Example 14, Part C (20 mg, 0.06 mmol) in anhydrous N, N-dimethylformamide (0.2 mL) was treated with sodium 2-ethylhexanoate (16.5 mg, 0.1 mmol) and stirred at room temperature under nitrogen for 18 hours followed by heating at 50C for 48 hours. The solution was concentrated and the residue was purified by HPLC on a Phenomenex Luna C18 (2) column (21.2 x 250 mm) using a 1.35%/minute gradient of 18 to 45% acetonitrile containing 0.1% trifluoroacetic acid at a flow rate of 20 mL/min. The main product peak eluting at 19.2 minuteswas lyophilized to give the title compound as a colorless solid (1.2 mg, 7.0%, HPLC purity 100%).

The synthetic route of 713-95-1 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; BRISTOL-MYERS SQUIBB COMPANY; WO2005/23314; (2005); A1;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics

1228779-96-1, 3-Nitro-4-(((tetrahydro-2H-pyran-4-yl)methyl)amino)benzenesulfonamide is a Tetrahydropyrans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

3-nitro-4-(((tetrahydro-2H-pyran-4-yl)methyl)amino )benzenesulfonamide ( 4.73 g) wasdissolved m dichloromethane (124.8 mL) at 34C. 1-Ethyl-3-(3-dimethylaminopropyl)carbodiimide hydrochloride (3.66 g) and 4-Dimethylaminopyridine(3.33 g) was added to the above solution and stirred for 10 minutes at 35C. A mixture of2-( ( 1H -pyrrolo [2,3-b ]pyridin-5-yl)oxy)-4-( 4-( ( 4′-chloro-5,5-dimethy 1-3,4,5 ,6-tetrahydro[1,1′-biphenyl]-2-yl)methyl)piperazin-1-yl)benzoic acid (7.8 g), triethylamine (3.8 g) indichloromethane (70.2 mL) was stirred for 15 minutes at 35C and it was added dropwise to the above mixture in 15 minutes at the same temperature. The reaction mixturewas stirred for 23 hours at 31 oc and then evaporated the solvent from the reactionmixture to obtain residue. This residue was dissolved in ethyl acetate (80 mL) and washedthe solution with 10% acetic acid (2×80 mL), saturated aqueous sodium bicarbonatesolution (2×80 mL) and then with brine solution (2×80 mL). The separated organic layerwas dried over sodium sulfate and evaporated the solvent completely. The crude productwas combined with acetonitrile (112 mL) and stirred for 2 hour at 34C and filtered thesolid. The solid was dissolved in acetonitrile (60 mL) at 70C and stirred for 1 hour at thesame temperature. The solution was cooled and filtered the solid to obtain titlecompound. Yield: 4.5 g; Purity by HPLC: 99.65%, 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.

Reference£º
Patent; DR. REDDY?S LABORATORIES LIMITED; PEDDIREDDY, Subba Reddy; KOTTUR, Mohan Kumar; JURUPULA, Ramprasad; BAIG, Mohammed Azeezulla; CHAKKA, Ramesh; THIPPARABOINA, Rajesh; PEDDY, Vishweshwar; RAO, Pallavi; ORUGANTI, Srinivas; DAHANUKAR, Vilas Hareshwar; (88 pag.)WO2017/212431; (2017); A1;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics

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.

a) 4.9 g (0.03 mole) of 6-amino-3,4-dihydro-2H-1,4-benzoxazin-3-one in 50 ml of dimethylformamide are initially taken, 0.79 g (0.033 mole) of sodium hydride is added at 5 C. and the mixture is stirred for 30 minutes at this temperature. Thereafter, 5.9 g (0.033 mole) of 3-bromomethyltetrahydropyran are added, stirring is continued for 3 hours at 60 C., 200 ml of water are added the mixture is extracted twice with 200 ml of methylene chloride, the extracts are dried and the solvent is evaporated under reduced pressure. 5 g (64%) of 4-(tetrahydropyran-4-ylmethyl)-6-amino-3,4-dihydro-2H-1,4-benzoxazin-3-one (oil) are obtained.

116131-44-3, The synthetic route of 116131-44-3 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; BASF Aktiengesellschaft; US5045105; (1991); A;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics

127956-11-0, Methyl 4-oxotetrahydro-2H-pyran-3-carboxylate is a Tetrahydropyrans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a solution of this ketoester intermediate (0.450 g, 2.85 mmol) in anhydrous THF (20 mL) cooled to 0 C., was added sodium hydride (0.171 g, 4.27 mmol, 60% by weight). After 30 min, 2-[N,N-Bis(trifluromethylsulfonyl)amino]-5-chloropyridine (1.34 g, 3.42 mmol) was added. After stirring the reaction mixture at room temperature for 2 h, it was quenched with saturated ammonium chloride solution. The resulting mixture was extracted with ethyl acetate, and the combined organic layers were washed with brine, dried over anhydrous sodium sulfate, filtered and concentrated. The residue was purified by flash chromatography using 30% ethyl acetate-hexanes to give the enol triflate as colorless oil., 127956-11-0

The synthetic route of 127956-11-0 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Raghavan, Subharekha; Colletti, Steven L.; Ding, Fa-Xiang; Shen, Hong; Tata, James R.; Lins, Ashley Rouse; Smenton, Abigail Lee; Chen, Weichun; Schmidt, Darby Rye; Tria, George Scott; US2006/293364; (2006); A1;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.693287-79-5,tert-Butyl 2-(tetrahydro-2H-pyran-4-yl)hydrazinecarboxylate,as a common compound, the synthetic route is as follows.,693287-79-5

(a) 1 -(tetrahvdro-2H-pyran-4-yl)hydrazineTo a solution of tetrahydropyran-4-one (71 6 g, 715 mmol) in methanol(2 L) was added tert-butylcarbazate (100 g 758 mmol) at ambient temp The mixture was stirred at ambient temp for 20 h The reaction mixture was concentrated under reduced pressure to dryness to afford a white solid (154 g) To a suspension of the white solid ( 154 g, 715 mmol) in water (1 L) was added acetic acid (500 mL, 8 73 mol) and the mixture was stirred for 30 mm to get a clear solution To this solution, solid NaCNBH3 (44 5 g, 708 mmol) was added portion-wise The mixture was stirred at ambient temp for 2 h The mixture was then transferred to a 12 L flask, cooled to 0 C, and quenched with 1 N NaOH (8 73 L 8 73 mol) The mixture was extracted with CH2Cl2 (3 x 3 L) and dried over Na2SO4 The organic layer was filtered and concentrated to afford a white solid (164 g, contains -15% of N-acetyl-N’-Boc-hydrazine derivative) Chromatography [silica, ethyl acetate/MeOH (95 5] gave 94 g of 90% pure boc-hydrazine A solution of boc-hydrazine (50 g, 231 mmol) in methanol (500 mL) was added a solution of HCI in dioxane (462 mL, 1 85 mol, 4 0 M) The mixture was stirred at ambient temp overnight Concentration of the reaction mixture under reduced pressure afforded the title compound as a white solid (43 g 98%) 400 MHz 1 H NMR (DMSO) delta 3 85-3 82 (m, 2H), 3 27-3 21 (m, 2H) 3 13-3 05 (m 1 H) 1 88-1 84 (m 2H), 1 48-1 38 (m 2H) MS (M+H m/z = 1 1 7 2)

693287-79-5 tert-Butyl 2-(tetrahydro-2H-pyran-4-yl)hydrazinecarboxylate 45092245, aTetrahydropyrans compound, is more and more widely used in various.

Reference£º
Patent; PFIZER INC.; WO2008/139293; (2008); A1;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics

1228779-96-1, 3-Nitro-4-(((tetrahydro-2H-pyran-4-yl)methyl)amino)benzenesulfonamide is a Tetrahydropyrans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a solution of 2- ((1H-pyrrolo [2, 3-b] pyridin-5-yl) oxy)-4-(6- (2-phenylpyrrolidin-1-yl) pyridin-3-yl) benzoic acid (150 mg, 0.32 mmol) in dichloromethane (25 mL) were added o- (7-azabenzotriazol-1-yl) -N, N, N’, N’-tetramethyluronium hexafluorophosphate (182 mg, 0.48 mmol), triethylamine (1 mL) and 4-Dimethylaminopyridine (40 mg, 0.32 mmol). The mixture was stirred for 0.5 h at r.t. Then 3-nitro-4- (((tetrahydro-2H-pyran-4-yl) methyl) amino) benzenesulfonamide (199 mg, 0.64 mmol) was added. The reaction was continually stirred overnight at r.t. Afterwards, the mixture was washed with water (15 mL) and the organic layers were dried over anhydrous Na 2SO 4 and concentrated. The residue was further purified by prep-HPLC to give the product (40 mg, 16.2 %). 1H NMR (400 MHz, DMSO-d 6) delta ppm: 12.25 (s, 1H), 11.69 (s, 1H), 8.61 (s, 1H), 8.56 (d, J = 2.0 Hz, 1H), 8.25 (s, 1H), 8.03 (d, J = 2.0 Hz, 1H), 7.82 (d, J = 7.3 Hz, 1H), 7.68-7.46 (m, 4H), 7.38 (d, J = 8.2 Hz, 1H), 7.27 (t, J = 7.3 Hz, 2H), 7.22-7.07 (m, 4H), 6.97 (s, 1H), 6.38 (s, 1H), 6.30 (d, J = 8.2 Hz, 1H), 5.05 (d, J = 7.1Hz, 1H), 3.83 (t, J = 10.0 Hz, 3H), 3.57 (d, J = 9.3 Hz, 1H), 3.31-3.18 (m, 4H), 2.42-2.27 (m, 1H), 1.88-1.78 (m, 4H), 1.60 (d, J = 12.2 Hz, 2H), 1.31-1.14 (m, 2H). MS (ESI, m/e) [M+1] + 774.1

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.

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

220641-87-2, N-Methyltetrahydro-2H-pyran-4-amine is a Tetrahydropyrans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

6-Fluoro-lambda/-[6-(1 /-/-indol-4-yl)-1 /-/-indazol-4-yl]-2-pyridinecarboxamide (50mg, 0.14mmol) and methyl(tetrahydro-2H-pyran-4-yl)amine (31 mg, 0.27mmol) were dissolved in DMSO (0.5ml) in a microwave vial. DIPEA (0.141 ml) was added and the mixture was heated at 16O0C for 4h under microwave irradiation. The reaction mixture was diluted with MeOH (0.5ml) and was purified by Mass Directed Automated Preparative HPLC (Method C). Fractions containing product were blown to dryness and the residue dissolved in methanol. This solution was loaded onto a 1 g aminopropyl column which was eluted with MeOH (1 column volume). The solvent was removed under a stream of nitrogen to give the title compound (17mg) as a cream solid. LCMS (Method B) Rt = 1.14 mins, MH+ = 467, 220641-87-2

220641-87-2 N-Methyltetrahydro-2H-pyran-4-amine 6991950, aTetrahydropyrans compound, is more and more widely used in various.

Reference£º
Patent; GLAXO GROUP LIMITED; WO2009/147190; (2009); A1;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics

85064-61-5,With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.85064-61-5,Tetrahydropyranyl-4-acetic acid,as a common compound, the synthetic route is as follows.

General procedure: Step 5a: The mixture of the crude compound 11a (1.0 eq) orcompound 11b (1.0 eq), HATU (1.5 eq), different acid (1.1 eq) andDIPEA (3.0 eq) in DCM was stirred at room temperature overnightunder N2 atmosphere. When the starting material wasconsumed completely, the mixture was washed with saturatedNaHCO3 solution and water, dried over anhydrous sodium sulfate,filtered and the filtrate was concentrated under reducedpressure to afford the crude product, which was purified bycolumn chromatography to afford the target compounds (2a, 2d,3a-3d,4a-4d, 5a, 5b, 5e-5h and 6a-6f). Enantiomers (S)-5c and(R)-5d were obtained by chiral HPLC separation of 5b.

As the paragraph descriping shows that 85064-61-5 is playing an increasingly important role.

Reference£º
Article; Tian, Jinlong; Sun, Nannan; Yu, Mingcheng; Gu, Xianfeng; Xie, Qiong; Shao, Liming; Liu, Jin; Liu, Li; Wang, Yonghui; European Journal of Medicinal Chemistry; vol. 167; (2019); p. 37 – 48;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics