Category: 220641-87-2

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.

0382] The crude N-methyltetrahydro-2H-pyran-4-amine (104 mg, 0.9 mmol) was dissolved in NMP (0.8 mL). To the solution, Cs2CO3 (366 mg, 1.13 mmol) and 4-(4,6- dichloropyrimidin-2-yl)morpholine (prepared as in Method 22) (80 mg, 0.34 mmol) were added at room temperature. The reaction mixture was heated to 950C. After 90 minutes, the reaction mixture was cooled to room temperature, filtered and purified by reverse phase preparative etaPLC yielding 24 mg (23%) of pure 6-chloro-N-methyl-2-morpholino- N-(tetrahydro-2H-pyran-4-yl)pyrimidin-4-amine. LC/MS (m/z): 313.2 (MH+), Rt 2.61 minutes., 220641-87-2

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

Reference£º
Patent; NOVARTIS AG; WO2007/84786; (2007); 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.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

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.

General procedure: To a suspension of 9 (26.6 g, 76.3 mmol) in N,N-dimethylformamide (380 mL) was added 1-amino-2-methyl-propan-2-ol (8.16 g, 91.5 mmol) and triethylamine (31.9 mL, 228 mmol) at 0 C. The reaction mixture was stirred at room temperature for 5.5 h. Then the reaction mixture was diluted with cold water (1000 mL) and the mixture was stirred at room temperature for 1 h. The resulting precipitate was collected and washed with water. The precipitate was triturated with a mixture of diethyl ether and diisopropyl ether (1:1, 60 mL) to give the title compound (27.7 g, 83%) as a tan colored powder., 220641-87-2

The synthetic route of 220641-87-2 has been constantly updated, and we look forward to future research findings.

Reference£º
Article; Koizumi; Tanaka, Yoshihito; Matsumura, Takehiko; Kadoh, Yoichi; Miyoshi, Haruko; Hongu, Mitsuya; Takedomi, Kei; Kotera, Jun; Sasaki, Takashi; Taniguchi, Hiroyuki; Watanabe, Yumi; Takakuwa; Kojima, Koki; Baba, Nobuyuki; Nakamura, Itsuko; Kawanishi, Eiji; Bioorganic and Medicinal Chemistry; vol. 27; 15; (2019); p. 3440 – 3450;,
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

Synthesis of example 258: 2-Ethylsulfanyl-N-[(3-fluorophenyl)-methyl]-4-methyl-6-(methyl- tetrahydro-pyran-4-yl-amin -pyridine-3-carboxylic acid amideA solution of 338 mg (1.0 mmol) 6-chloro-2-ethylsulfanyl-N-[(3-fluorophenyl)-methyl]-4- methyl-pyridine-3-carboxylic acid amide (synthesis is described in section b) of example 2), 172 mg (1.5 mmol) N-methyl-tetrahydro-2H-pyran-4-amine and 509 muIota (3.0 mmol) DIPEA in NMP (1 ml) was heated in the microwave at 180 C for 2 h. Subsequently the RM was diluted with a 2M aq. NaOH sol, water and EtOAc and the layers were separated. The organic layer was washed with water and brine, dried over MgS04 and concentrated in vacuo. Purification of the residue by CC (hexane/EtOAc 13:7) provided 77 mg (0.18 mmol, 18%) 2-Ethylsulfanyl- N-[(3-fluorophenyl)-methyl]-4-methyl-6-(methyl-tetrahydro-pyran-4-yl-amino)-pyridine-3- carboxylic acid amide (example 258). [M+H]+ 418.2, 220641-87-2

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

Reference£º
Patent; GRUeNENTHAL GMBH; KUeHNERT, Sven; BAHRENBERG, Gregor; KLESS, Achim; SCHROeDER, Wolfgang; LUCAS, Simon; WO2012/52167; (2012); 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

EXAMPLE 24 3-[4-Methoxy-7-(tetrahydro-pyran-4-yl)-benzothiazol-2-yl]-1-methyl-1-(tetrahydro-pyran-4-yl)-urea Using 4-methoxy-7-(tetrahydro-pyran-4-yl)-benzothiazol-2-ylamine, phenyl chloroformate and methyl-(tetrahydro-pyran-4-yl)-amine, the title compound was prepared as white solid (16% yield). MS: m/e=406(M+H+), mp 237-238 C.

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

Reference£º
Patent; Flohr, Alexander; Jakob-Roetne, Roland; Norcross, Roger David; Riemer, Claus; US2004/235915; (2004); 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

A mixture of -1- (4- (4-chloro-lH-pyrazol-l-yl) pyridin-3- yl) piperidine-4-carboxylic acid (0.50 g) , N-methyltetrahydro- 2H-pyran-4-amine (0.16 g) , HATU (0.81 g) , triethylamine (0.91 mL) and DMF (8.2 mL) was stirred at room temperature for 3 hr. To the mixture was added water, and the mixture was extracted with ethyl acetate. The organic layer was washed with water and saturated brine, and dried over anhydrous magnesium sulfate, and the solvent was evaporated under reduced pressure. The residue was purified by silica gel column chromatography (NH, ethyl acetate/hexane) , and the obtained solid was crystallized from ethyl acetate/hexane to give the title compound (0.43 g). XH NMR (300 MHz, CDC13) 51.45-1.65 (2H, m) , 1.65-2.11 (6H, m) , 2.61 (1H, brs), 2.71-2.97 (5H, m) , 3.13 (2H, d, J = 11.7 Hz), 3.37-3.59 (2H, m), 3.94-4.16 (2H, m) , 4.66-4.84 (1H, m) , 7.59 (1H, s), 7.66 (1H, s) , 8.40 (lH, s) , 8.46 (1H, s) , 8.59 (1H, s).

220641-87-2, The synthetic route of 220641-87-2 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; TAKEDA PHARMACEUTICAL COMPANY LIMITED; KOIKE, Tatsuki; IKEDA, Shuhei; WO2015/190613; (2015); 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.220641-87-2,N-Methyltetrahydro-2H-pyran-4-amine,as a common compound, the synthetic route is as follows.

Step a Intermediate 203 -Bromo-N-methyl-N-(tetrahydro-2H-pyran-4-yl)benzenesulfonaniide To a solution of N-methyltetrahydro-2H-pyran-4-amine (0.710 g, 6.16 mmol) and Et3N (1.227 ml, 8.81 mmol) in DCM (10 ml) cooled to 0 C was added dropwise a solution of 4-bromobenzene-l-sulfonyl chloride (1.5 g, 5.87 mmol) in DCM (10 ml). The reaction was allowed to warm to r.t. and stirred for 20 h. The reaction was concentrated under reduced pressure and the resultant white solid dissolved in EtOAc and filtered. The filtrate was concentrated under reduced pressure and the resulting solid dried under high vacuum to yield 4-bromo-N-methyl-N-(tetrahydro-2H-pyran-4- yl)benzenesulfonamide as an off-white solid (1.94 g, 99 %). ? NMR (400 MHz, DMSO- 57.79 (m, 4H), 3.87 – 4.01 (m, 1 H), 3.73 – 3.86 (m, 2H), 3.33 – 3.37 (m, 1H), 3.29 (m, 1H), 2.70 (s, 3H), 1.54 – 1 .70 (m, 2H), 1.11 – 1.27 (m, 2H)

220641-87-2, The synthetic route of 220641-87-2 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; TAKEDA PHARMACEUTICAL COMPANY LIMITED; RUPRAH, Parminder, Kaur; MERCHANT, Kevin, John; WALSH, Louise, Marie; KERR, Catrina, Morven; FIELDHOUSE, Charlotte; HARRISSON, David; MAINE, Stephanie; HAZEL, Katherine; WO2013/27001; (2013); 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.220641-87-2,N-Methyltetrahydro-2H-pyran-4-amine,as a common compound, the synthetic route is as follows.

To a solution of N-methyltetrahydro-2H-pyran-4-amine (172.5 mg, 1.5 mmol) in CH3CN (5 mL) was added K2CO3 (207 mg, 1.5 mmol) and 2-bromo-5-nitropyridine (203 mg, 1 mmol). The reaction was stirred at 80 C. for 16 hours. TLC and LC-Ms showed the reaction had completed and the reaction was poured into water, extracted with EA, washed with water and brine, dried and concentrated to give a yellow solid. MS (m/z): 238 (M+H)+, 220641-87-2

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

Reference£º
Patent; HUTCHISON MEDIPHARMA LIMITED; Su, Wei-Guo; Deng, Wei; Ji, Jianguo; US2014/121200; (2014); 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

To a solution of 2,4,6-trichloro-pyrimidine (9.2 g, 50 mmol) and triethylamine (10.1 g, 100 mmol) in EtOH (100 mL) was added N-methyltetrahydro-2H-pyran-4-amine (5.17 g, 45 mmol) dropwise at -40 C. The mixture was warmed up to room temperature then stirred for 14h., quenched with H20 (25 mL), concentrated and the residue was extracted with EtOAc (100 mL x 3). The combined organic layers were dried over Na2S04, filtered and concentrated. The residue was purified by chromatographic column on silica gel (petroleum ether /EtOAc = 30/1 to 2/1) to give (2,6-dichloro-pyrimidin-4-yl)-methyl-(tetrahydro- pyran- 4-yl)amine as white solid (7.8 g, 60 % yield). ESI-LCMS (m/z): 263.14 [M+l]+

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

Reference£º
Patent; EPIZYME, INC.; CHESWORTH, Richard; MORADEI, Oscar, Miguel; SHAPIRO, Gideon; JIN, Lei; BABINE, Robert, E.; WO2014/144169; (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.220641-87-2,N-Methyltetrahydro-2H-pyran-4-amine,as a common compound, the synthetic route is as follows.

A mixture of 5,7-dichloro-3- isopropylpyrazolo[l,5-a]pyrimidine (687 mg, 3.0 mmol), N-methyl-tetrahydro-2H-pyran-4- amine (414 mg, 3.6 mmol), and K2C03 (828 mg, 6.0 mmol) in 10 mL of acetonitrile was heated at reflux under N2 for 2 h., diluted with water (10 mL) and the mixture was extracted with EtOAc (15 mL X 3). The combined organic phases were dried over Na2S04, filtered and concentrated. The residue was purified by preparative TLC on silica gel (petroleum ether/EtOAc = 3/1) to afford 5-chloro-3-isopropyl- N-methyl-N-(tetrahydro-2H-pyran-4- yl)pyrazolo[l,5-a] pyrimidin-7-amine (813 mg, 88 % yield) as yellow solid. ESI-LCMS (m/z): 309.1 [M+l]+., 220641-87-2

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

Reference£º
Patent; EPIZYME, INC.; CHESWORTH, Richard; MORADEI, Oscar, Miguel; SHAPIRO, Gideon; DUNCAN, Kenneth, W.; MITCHELL, Lorna, Helen; JIN, Lei; BABINE, Robert, E.; (200 pag.)WO2016/44650; (2016); A1;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics