Brief introduction of 62071-40-3

The synthetic route of 62071-40-3 has been constantly updated, and we look forward to future research findings.

62071-40-3, 4-(Tetrahydropyran-4-yl)phenylamine is a Tetrahydropyrans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

62071-40-3, A solution of 4-(tetrahydro-2H-pyran-4-yl)benzenamine (1.79 g, 10.10 mmol) in 15 mL of HBr and 5 mL of water was stirred at 0 C. for 10 minutes, then 0.77 g of NaNO2 was added to the mixture at -5 C.?0 C. The mixture was stirred at -5 C. for 30 minutes. Then the solution of CuBr in 3 mL of HBr was added to the mixture, after that the mixture was heated at 100 C. for 2 hours. The mixture was cooled to room temperature, partitioned between 2N NaOH and EA, washed with water and aqueous NaCl, dried over Na2SO4. The volatiles were removed in vacuo, and the residue was purified by chromatography with PE/EA (10:1?4:1) to give 1.11 g of title compound.

The synthetic route of 62071-40-3 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; HUTCHISON MEDIPHARMA LIMITED; Su, Wei-Guo; Deng, Wei; Ji, Jianguo; US2014/121200; (2014); A1;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics

Brief introduction of 29943-42-8

The synthetic route of 29943-42-8 has been constantly updated, and we look forward to future research findings.

29943-42-8, Dihydro-2H-pyran-4(3H)-one is a Tetrahydropyrans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Tetrahydro-2H-pyran-4-carbonitrile. A solution of tetrahydro-4H-pyran-4-one (25 g, 250 mmol) and toluenesulfonylmethyl cyanide (53.7 g, 275 mmol) dissolved in ethylene glycol dimethylether (1 L) was cooled to 0 C. Added dropwise over 30 min was a solution of potassium t-butoxide (56 g, 500 mmol) dissolved in t-butanol (350 mL) and ethylene glycol dimethylether (150 mL). After stirring the resulting mixture for 3 h at room temp, diethyl ether (1 L) was added and the organic phase was washed with saturated aqueous NaHCO3. The organic phase was dried (Na2SO4) and concentrated. The residue was distilled at 39 C. 1.7 mm Hg to give the title compound as a colorless oil (10.87 g, 39% yield). 1H NMR (300 MHz, CDCl3) delta: 3.91-3.83 (2H, m), 3.61-3.54 (2H, m), 2.89-2.80 (1H, m), 1.97-1.78 (4H, m)., 29943-42-8

The synthetic route of 29943-42-8 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Bristol-Myers Squibb Company; US2008/4265; (2008); A1;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics

Simple exploration of 4295-99-2

4295-99-2 4-Cyanotetrahydro-4H-pyran 11815837, aTetrahydropyrans compound, is more and more widely used in various fields.

4295-99-2, 4-Cyanotetrahydro-4H-pyran is a Tetrahydropyrans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,4295-99-2

Preparation of Starting Materials Required C-(4-Methyltetrahydropyran-4-yl)methylamine A mixture of tetrahydropyran-4-carbonitrile (5.00 g) and THF (50 ml) was admixed at 0 C. with lithium hexamethyldisilazide (1 M, 63 ml), and, after 90 minutes, methyl iodide (4.26 ml) was added dropwise with good cooling. After 12 hours, the reaction mixture was partitioned between water and ethyl acetate. The organic phase was dried over sodium sulfate and concentrated. The residue was dissolved in THF (200 ml), and lithium aluminum hydride (3.79 g) was added. The mixture was boiled at reflux for 6 hours, Water (3.8 ml) and then sodium hydroxide solution (40%; 3.8 ml) were cautiously added dropwise to the cooled suspension. The precipitate was filtered off and the filtrate was concentrated. This afforded the product with the molecular weight of 129.20 (C7H15NO); MS (ESI): 130 (M+H+).

4295-99-2 4-Cyanotetrahydro-4H-pyran 11815837, aTetrahydropyrans compound, is more and more widely used in various fields.

Reference£º
Patent; SANOFI; US2012/15936; (2012); A1;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics

Brief introduction of 125552-89-8

125552-89-8, As the paragraph descriping shows that 125552-89-8 is playing an increasingly important role.

125552-89-8, 4-(Bromomethyl)tetrahydropyran is a Tetrahydropyrans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Example 70(IS, 2R) and (IR, 2S)-2-(4-chlorophenyl)-l’-((tetrahydro-2H-pyran-4-yl)spiro[cyclopropane-l,3′-indolin]-2′-oneRacemic (I S, 2R)-2-(4-chlorophenyl)spiro[cyclopropane-l,3′-indolin]-2′-one and (1R, 2S)- 2-(4-chlorophenyl)spiro[cyclopropane-l,3′-indolin]-2′-one (270 mg, 1.0 mmol, 1.0 equiv.) were added to a stirred solution of sodium hydride (60 %, 60 mg, 1.5 mmol) in 5 mL of DMF under argon atmosphere at 0C. After stirring for 1 hour, 4-bromomethyl- tetrahydropyran (215 mg, 1.2 mmol) was added. The reaction mixture was stirred for 14 hours at room temperature. The crude product was purified by HPLC to give the title compound as a white solid (258 mg, 70 %). LC/MS m/e calcd. for C22H22CINO2: 367, observed (M+H)+: 368.2 1H MR (400 MHz, MeOD-d4) 5ppm 1.39 – 1.55 (m, 2 H) 1.65 (dd, J=13.14, 1.77 Hz, 2 H) 2.11 – 2.25 (m, 3 H) 3.22 (t, J=8.46 Hz, 1 H) 3.37 – 3.47 (m, 2 H) 3.79 (d, J=7.33 Hz, 2 H) 3.94 – 4.04 (m, 2 H) 6.09 (d, J=7.58 Hz, l H) 6.76 (t, J=7.58 Hz, 1 H) 7.11 (d, J=7.83 Hz, 1 H) 7.17 – 7.25 (m, 3 H) 7.33 (d, J=8.34 Hz, 2 H). MS calcd. For C22H22CINO2 367, obsd. (ESf) [(M+H)+] 368.

125552-89-8, As the paragraph descriping shows that 125552-89-8 is playing an increasingly important role.

Reference£º
Patent; F. HOFFMANN-LA ROCHE AG; CHEN, Li; HUANG, Mengwei; FENG, Lichun; HE, Yun; YUN, Hongying; WO2011/69298; (2011); A1;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics

Simple exploration of 220641-87-2

As the paragraph descriping shows that 220641-87-2 is playing an increasingly important role.

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.220641-87-2,N-Methyltetrahydro-2H-pyran-4-amine,as a common compound, the synthetic route is as follows.,220641-87-2

[01465] Step 1 : Synthesis of methyl 3,6-dichloro-4-[methyl(oxan-4-yl)amino]pyridine-2- carboxylate – – – -[01466] To a stirred solution of methyl 3,4,6-trichloropyridine-2-carboxylate (600 mg, 2.50 mmol) in DMF (12ml) was added TEA (696 mu, 4.99 mmol) followed by N-methyloxan-4- amine (287 mg, 2.50 mmol)and the reaction mixture was heated at 100C for 20h. The reaction mixture was then cooled to room temperature and poured onto water ( 100ml), followed by extraction of the product into EtOAc (3x 100ml), washing of the combined organics with brine (50ml), drying with Na2S04 and evaporation. The crude product was then purified over a l Og silica Isolute column eluting with a gradient of 0% to 60% EtOAc in heptane to afford the title compound as a white solid (1 14 mg, 14%). LC-MS 100%, 1 .91 min (3.5 minute LC-MS method), m/z= 319.3/320.9, ‘H NMR (500 MHz, Chloroform-d) 5 6.87 (s, 1 H), 4.15 – 4.00 (m, 2H), 3.98 (s, 3H), 3.93 – 3.71 (m, 1 H), 3.54 – 3.24 (m, 2H), 2.82 (s, 3H), 1.94 (dd, J = 12.1 , 4.7 Hz, 2H), 1 .70 (d, J = 10.2 Hz, 2H). (br. s., 4 H) 1 .48 (s, 9 H)

As the paragraph descriping shows that 220641-87-2 is playing an increasingly important role.

Reference£º
Patent; EPIZYME, INC.; EISAI CO., LTD.; KUNTZ, Kevin, Wayne; CHESWORTH, Richard; DUNCAN, Kenneth, William; KEILHACK, Heike; WARHOLIC, Natalie; KLAUS, Christine; ZHENG, Wanjun; WO2012/142513; (2012); A1;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics

New learning discoveries about 951127-25-6

As the paragraph descriping shows that 951127-25-6 is playing an increasingly important role.

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.951127-25-6,tert-Butyl ((2R,3S)-2-(2,5-difluorophenyl)-5-oxotetrahydro-2H-pyran-3-yl)carbamate,as a common compound, the synthetic route is as follows.

951127-25-6, N-[(2R,3S)-2-(2,5-difluorophenyl)-5-oxotetrahydropyran-3-yl]carboxylic acidTert-butyl ester(0.25g,0.76 mmol) was dissolved in N,N-dimethylacetamide (3.3 mL).2-[(5-Methyl-2-thienyl)sulfonyl]-5,6-dihydro-4H-pyrrolo[3,4-c]pyrazole 4-methylbenzenesulfonate (0.47 g) , 1.06mmol), react at room temperature for 10 minutes,Nitrogen protection, sodium triacetoxyborohydride (0.89 g, 4.19 mmol) was slowly added at 0 C.The reaction was resumed at room temperature for 12 hours. The reaction was quenched by the addition of aqueous ammonia/water (v/v = 2/3, 50 mL).filter,The obtained solid was subjected to silica gel column chromatography[Methanol/dichloromethane (v/v) = 1/9] purified,The title compound (0.41 g, yield 92%) was obtained.It is a white solid.

As the paragraph descriping shows that 951127-25-6 is playing an increasingly important role.

Reference£º
Patent; Guangdong Dongyangguang Pharmaceutical Co., Ltd.; Ruyuan Yong Xing Technology Services Co., Ltd.; Li Jianhao; Gu Zheng; Deng Xinshan; Tang Wanjun; Zhang Zongyuan; Kang Panpan; Yuan Weihui; Peng Fei; (49 pag.)CN109942583; (2019); A;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics

Downstream synthetic route of 23462-75-1

As the paragraph descriping shows that 23462-75-1 is playing an increasingly important role.

23462-75-1, Dihydro-2H-pyran-3(4H)-one is a Tetrahydropyrans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,23462-75-1

A 50 mL 3-neck flask with inert gas valve and septum was charged 1.318 g (9.684 mmol) benzohydrazide and 15 mL EtOH. (1.04 g, 10.20 mmol) dihydro-2H-pyran-3(4H)-one was syringed into the flask. Suspension became clear solution after the temperature reaches 60 oC. The mixture tempearture keeps at 60 oC for 7h until benzohydrazide was completely consumed as monitored by GC-MS. White precipitate developed after the temperature was cooled down to RT. The solid was filtered and washed with 1:1 mixture of EtOAc/hexanes. Extra product was obtained by purifying the filtrate on silica column using EtOAc. Total product of 1.76 g was obtained as white solid in 82 % yield. 1H NMR (400 MHz, CDCl3 : 7.56 (br s, 1H), 7.80-7.82 (m, 2H), 7.52-7.56 (m, 1H), 7.44-7.48 (m, 2H), 4.31 (br s, 2H), 3.79-3.85 (t, J = 5.2 Hz, 2H), 2.54-2.57 (t, J = 6.6 Hz, 2H), 1.89-1.95 (quint, J = 6.4 Hz, 2H); 13C NMR (100 MHz, CDCl3): 164.24, 156.49, 133.33, 131.92, 128.68, 127.26, 71.40, 67.14, 24.96, 24.22; HRMS for [C12H14N2O2+H+]: observed 219.1142, calculated 219.1128.

As the paragraph descriping shows that 23462-75-1 is playing an increasingly important role.

Reference£º
Article; Haddad, Nizar; Qu, Bo; Rodriguez, Sonia; Van Der Veen, Lars; Reeves, Diana C.; Gonnella, Nina C.; Lee, Heewon; Grinberg, Nelu; Ma, Shengli; Krishnamurthy, Dhileepkumar; Wunberg, Tobias; Senanayake, Chris H.; Tetrahedron Letters; vol. 52; 29; (2011); p. 3718 – 3722;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics

New learning discoveries about 1197-66-6

1197-66-6 2,2,6,6-Tetramethyl-2H-3,5,6-trihydropyran-4-one 11829691, 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.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.,1197-66-6

(b) Ethyl 2-cyano-2-(2,2,6,6-tetramethyloxan-4-ylidene)acetate (C6) A mixture of 2,2,6,6-tetramethyloxan-4-one (C4)(4.683 g, 0.030 mol), ammonium acetate (0.231 g, 0.003 mol) and ethyl cyanoacetate (C5)(Aldrich, CAS: 105-56-6, CAT: E18425), (5.0865 g, 0.045 mmol) was heated under reflux in toluene (150 mL) for 3 days using a Dean-Stark trap. Analytical TLC indicated a new UV active compound and some starting material plus other impurities (visualised by UV and PMA stain). The reaction was allowed to cool to room temperature, the solvent evaporated, and the pale yellow oil subjected to purification (silica, 80 g, ethyl acetate/hexane; 10/90, 13 x 100 mm tubes). Fractions 15-17 were the most pure by analytical TLC (UV active and stains with PMA; starting material runs slightly lower is not UV active and stains very strongly with PMA) and collected to give the required product as a light yellow crystalline solid (1.9300 g). Fractions 9-14 (1.5249 g) and fractions 18-45 (2.6121 g) were collected separately and re-purified. Fractions 9-14 were purified using chromatography (silica, 25 g, 5/95 ethyl acetate/hexane, 13 x 100 mm tubes) to give the product as colourless crystals (1.2737 g). Fractions 18-45 were purified using chromatography (silica, 40 g, 5/95 ethyl acetate/hexane, 13 x 100 mm tubes) to give the product as a colourless, sweet smelling oil that crystallized on standing (2.6008 g). Total yield of the alkylidene: (5.8045 g, 77%). H NMR (500 MHz, CDCIs) delta 4.27 (q, 2H, J = 7.2 Hz, CH2CH3), 3.04 (s, 2H, 2 x CH), 2.66 (s, 2H, 2 x CH), 1.33 (t, 3H, J = 7.2 Hz, CH3CH2), 1.24 (s, 6H, 2 x CH3), 1.19 (s, 6H, 2 x CH3). 3C NMR (125 MHz, CDCI3) delta 173.68, 161.54, 115.18, 104.97, 75.61 , 75.58, 61.85, 47.22, 42.51 , 30.69, 30.51 , 14.07.

1197-66-6 2,2,6,6-Tetramethyl-2H-3,5,6-trihydropyran-4-one 11829691, aTetrahydropyrans compound, is more and more widely used in various fields.

Reference£º
Patent; CANCER THERAPEUTICS CRC PTY LTD; STEVENSON, Graeme Irvine; GARAVELAS, Agatha; COSGROVE, Kelly Leanne; REYNOLDS, Kristie Anne; FRANKEN, Nicole Cecilia; WHITTELL, Louise Renee; WIJESEKERA, Hasanthi Punyama; WO2014/41349; (2014); A1;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics

New learning discoveries about 585-88-6

As the paragraph descriping shows that 585-88-6 is playing an increasingly important role.

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.585-88-6,Maltitol,as a common compound, the synthetic route is as follows.

585-88-6, Comparative example – Continuous process without feed of NaOH; a) A tank was filled with Maltitol syrup at ca. 96% purity (C* Maltidex H 16330, Cerestar); the dry substance of the maltitol syrup was 45% b) The syrup was flowing through an heat exchanger (T=80C), followed by c) Flowing through the column with the anionic resin MSA-I , at a B VH=O.5 (Bed volume/hour).The treatment had to be stopped after 3.3 days (79 hrs), as the R.S-value remained the same as the R. S value of the maltitol feed.

As the paragraph descriping shows that 585-88-6 is playing an increasingly important role.

Reference£º
Patent; CARGILL, INCORPORATED; WO2007/68578; (2007); A1;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics

New learning discoveries about 85064-61-5

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

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.

85064-61-5, General procedure: N,N-Diisopropylethylamine (132 mL), 4-hydroxycyclohexane-1-carboxylic acid (33 mg) and propylphosphonicanhydride (1.6 mol/L N,N-dimethylformamide solution, 238 mL) were added to a solution of the compound (50 mg)obtained in Reference Example 14-1 in N,N-dimethylformamide (2 mL), and the mixture was stirred at room temperatureovernight. The mixture was purified by preparative LC-MS to give the title compound (Example 3-2) (25 mg) which wasa trans isomer as a highly polar compound, as a colorless amorphous substance.1H NMR (500 MHz, DMSO-d6) delta ppm 1.09 – 2.03 (m, 14.5 H) 2.85 – 2.98 (m, 0.5 H) 3.00 – 3.20 (m, 1.5 H) 3.21 – 3.40(m, 1 H) 3.78 – 4.08 (m, 3.5 H) 4.35 – 4.45 (m, 0.5 H) 4.48 – 4.58 (m, 1 H) 6.73 (s, 1 H) 7.36 – 7.96 (m, 3 H) 8.23 – 8.33 (m, 1 H).MS ESI/APCI Multi posi: 385 [M+H]+. The title compound (Example 3-3) (23.7 mg) which was a cis isomer as a less polar compound was obtainedas a colorless amorphous substance.1H NMR (600 MHz, DMSO-d6) delta ppm 1.13 – 2.02 (m, 12 H) 2.45 – 2.63 (m, 1.5 H) 2.84 – 2.95 (m, 0.5 H) 2.99 – 3.17 (m,1 H) 3.26 – 3.37 (m, 1 H) 3.71 – 4.09 (m, 4.5 H) 4.19 – 4.30 (m, 1 H) 4.38 – 4.46 (m, 0.5 H) 6.73 (br s, 1 H) 7.38 – 7.93(m, 3 H) 8.24 – 8.35 (m, 1 H). MS ESI/APCI Multi posi: 385 [M+H]+.

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

Reference£º
Patent; Taisho Pharmaceutical Co., Ltd.; TANAKA, Hiroaki; BOHNO, Ayako; HAMADA, Makoto; ITO, Yuji; KOBASHI, Yohei; KAWAMURA, Madoka; (235 pag.)EP3418276; (2018); A1;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics