Category: 344329-76-6

344329-76-6, Tetrahydro-2H-pyran-4-carboxamide is a Tetrahydropyrans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Example 129 A suspension of Example B5 (0.032 g, 0.249 mmol) in DCE (2.1 mL) was treated drop-wise with oxalyl chloride (0.022 mL, 0.249 mmol), stirred at RT for 0.5 h, then heated at 80¡ã C. for 1 h. The mixture was cooled to RT, treated with a solution of pyridine (0.101 mL, 1.247 mmol) and Example A20 (0.062 g, 0.208 mmol) in THF (2.1 mL) and stirred at RT overnight. The mixture was treated with satd. NaHCO3, extracted with DCM (5*) and the combined organics were dried over Na2SO4, concentrated to dryness and purified via silica gel chromatography (MeOH/DCM). The material was treated with MeCN and the resulting solid was collected via filtration and dried to afford N-((6-methyl-5-((2-(2-methylthiazol-5-yl)pyridin-4-yl)oxy)pyridin-2-yl)carbamoyl)tetrahydro-2H-pyran-4-carboxamide (17 mg, 16percent) as a white solid. 1H NMR (400 MHz, DMSO-d6): delta 11.01 (s, 1H); 10.87 (s, 1H), 8.39 (d, J=5.8 Hz, 1H), 8.32 (s, 1H), 7.91 (d, J=8.8 Hz, 1H), 7.64 (d, J=8.8 Hz, 1H), 7.55 (d, J=2.4 Hz, 1H), 6.71 (dd, J=5.8, 2.4 Hz, 1H), 3.88 (m, 2H), 3.36-3.28 (m, 2H), 2.73-2.67 (m, 1H), 2.65 (s, 3H), 2.26 (s, 3H), 1.68-1.66 (m, 4H); MS (ESI) m/z: 454.2 (M+H+).

344329-76-6, The synthetic route of 344329-76-6 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Deciphera Pharmaceuticals, LLC; Flynn, Daniel L.; Caldwell, Timothy Malcolm; Kaufman, Michael D.; Patt, William C.; Samarakoon, Thiwanka; Vogeti, Lakshminarayana; Yates, Karen M.; US2014/275080; (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.344329-76-6,Tetrahydro-2H-pyran-4-carboxamide,as a common compound, the synthetic route is as follows.

d) Tetrahydropyran-4-carbonitrile can be prepared as follows: Slowly add 10 cm3 of thionyl chloride to 3 g of tetrahydropyran-4-carboxamide cooled on an ice bath. Heat the mixture at 80¡ã C. for two hours, then concentrate under vacuum. Take up the residue in 20 cm3 of water and adjust the pH of the solution to pH 7 with potassium hydroxide. Extract the aqueous phase with ethyl acetate (4*50 cm3). The combined organic phases are washed with water (2*50 cm3), dried over magnesium sulphate, and then concentrated under vacuum to obtain 2.47 g of tetrahydropyran-4-carbonitrile., 344329-76-6

344329-76-6 Tetrahydro-2H-pyran-4-carboxamide 13197203, aTetrahydropyrans compound, is more and more widely used in various fields.

Reference£º
Patent; sanofi-aventis; US2009/253679; (2009); 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.344329-76-6,Tetrahydro-2H-pyran-4-carboxamide,as a common compound, the synthetic route is as follows.

A solution of tetrahydro-2H-pyran-4-carboxamide (9.47 g, 73.3 mmol) and Lawesson’s reagent (14.83 g, 36.7 mmol) in THF (98 mL) was heated to reflux for 6 h. The reaction was cooled to room temperature, poured into saturated aqueous NaHCO3 (200 mL) and extracted with diethyl ether (4 x 100 mL). The combined organic extracts were dried over Na2SO4, filtered, and concentrated. The residual solid was triturated with 1 : 1 EtOAc:hexanes (100 mL) and filtered to collect the solid. The filtrate was concentrated and re- subjected to trituration and filtration using the same conditions. The combined solids were dried under vacuum to afford tetrahydro-2A -pyran-4- carbothioamide. 4.91 g (32.1 mmol, 43.8 % yield) as a white solid 1H NMR (400 MHz, CDCb) delta ppm 7.49 (br. s., 1 H), 6.84 (br. s., 1 H), 3.94 – 4.32 (m, 2 H), 3.31 – 3.62 (m, 2 H), 2.52 – 3.03 (m, 1 H), 1.81 – 1.93 (m, 4 H)., 344329-76-6

As the paragraph descriping shows that 344329-76-6 is playing an increasingly important role.

Reference£º
Patent; GLAXOSMITHKLINE LLC; ADAMS, Jerry, Leroy; FAITG, Thomas; KASPAREC, Jiri; PENG, Xin; RALPH, Jeffrey; RHEAULT, Tara Renae; WATERSON, Alex Gregory; WO2011/59610; (2011); 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.344329-76-6,Tetrahydro-2H-pyran-4-carboxamide,as a common compound, the synthetic route is as follows.

Thionyl chloride (10.0 mL, 137 mmol) was added to oxane-4-carboxamide (3.0 g, 23 mmol) and thereaction mixture was refluxed for 4 h, after which the reaction mixture was poured over ice andbasified to pH 14 with NaOH (50percent). The aqueous solution was extracted with EtOAc (3 ¡Á 50 mL),dried (Na2SO4) and concentrated in vacuo to give the product as a pale yellow oil (2.4 g, 94percent). Theproduct obtained did not require any further purification.IR numax 2961, 2932, 2851, 2240, 1468, 1446, 1390, 1242, 1125, 1066, 1011 cm?1;1H-NMR (CDCl3, 500 MHz): 3.91 (2H, ddd, J 11.9, 6.3, 3.6, 2¡Á2-HA), 3.61 (2H, ddd, J 11.9, 7.8, 3.3,2¡Á2-HB), 2.91?2.85 (1H, m, 4-H), 1.99?1.92 (2H, m, 2¡Á3-HA), 1.91?1.84 (2H, m, 2¡Á3-HB);13C-NMR (CDCl3, 75 MHz): 121.2, 65.6, 28.9, 25.3;HRMS (ESI+): Calculated for C6H10NO ([M+H]+): 112.0756. Found: 112.0754, Delta ?1.8 ppm.

344329-76-6, As the paragraph descriping shows that 344329-76-6 is playing an increasingly important role.

Reference£º
Article; Craven, Philip; Aimon, Anthony; Dow, Mark; Fleury-Bregeot, Nicolas; Guilleux, Rachel; Morgentin, Remy; Roche, Didier; Kalliokoski, Tuomo; Foster, Richard; Marsden, Stephen P.; Nelson, Adam; Bioorganic and Medicinal Chemistry; vol. 23; 11; (2015); p. 2629 – 2635;,
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.344329-76-6,Tetrahydro-2H-pyran-4-carboxamide,as a common compound, the synthetic route is as follows.

Example 156 A suspension of Example B5 (0.596 g, 4.61 mmol) in dioxane (15 mL) was treated with oxalyl chloride (0.820 mL, 9.69 mmol), stirred at RT for 10 min, then heated to 80¡ã C. for 4 h. The mixture was cooled to RT, concentrated to dryness, treated with Example A13 (0.200 g, 0.703 mmol), pyridine (0.120 mL, 1.481 mmol) and THF (5 mL) and stirred at RT overnight. The mixture was concentrated to dryness, the residue suspended in MeCN and sonicated, and the resulting solid was collected via filtration, suspended in water, stirred for 15 min, then again collected via filtration. The solid was treated with MTBE, stirred for 1 h and then collected via filtration to afford N-((5-((2-(2-methylthiazol-5-yl)pyridin-4-yl)oxy)pyridin-2-yl)carbamoyl)tetrahydro-2H-pyran-4-carboxamide (110 mg, 33percent). 1H NMR (400 MHz, DMSO-d6): delta 11.06 (s, 1H), 10.89 (s, 1H), 8.41 (d, J=5.6 Hz, 1H), 8.32 (s, 1H), 8.28 (d, J=2.9 Hz, 1H), 8.09 (d, J=9.0 Hz, 1H), 7.75 (dd, J=9.0, 2.9 Hz, 1H), 7.60 (d, J=2.4 Hz, 1H), 6.82 (dd, J=5.8, 2.4 Hz, 1H), 3.88 (m, 2H), 3.34-3.25 (m, 3H), 2.65 (s, 3H), 1.72 (m, 2H), 1.62-1.59 (m, 2H); MS (ESI) m/z: 440.2 (M+H+).

344329-76-6, The synthetic route of 344329-76-6 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Deciphera Pharmaceuticals, LLC; Flynn, Daniel L.; Caldwell, Timothy Malcolm; Kaufman, Michael D.; Patt, William C.; Samarakoon, Thiwanka; Vogeti, Lakshminarayana; Yates, Karen M.; US2014/275080; (2014); A1;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics

344329-76-6, Tetrahydro-2H-pyran-4-carboxamide is a Tetrahydropyrans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Example 17 A solution of Example B5 (0.103 g, 0.800 mmol) in DCE (3 mL) was treated with oxalyl chloride (0.070 mL, 0.800 mmol) and heated at 80¡ã C. for 4 h. The mixture was cooled to RT, added to a solution of Example A6 (0.09 g, 0.320 mmol) and TEA (0.129 g, 1.280 mmol) in DCM (2 mL) and stirred at RT overnight. The mixture was concentrated to dryness and purified via silica gel chromatography (MeOH/DCM) to afford N-((6-methyl-5-((2-(1-methyl-1H-pyrazol-4-yl)pyridin-4-yl)oxy)pyridin-2-yl)carbamoyl)tetrahydro-2H-pyran-4-carboxamide (88 mg, 63percent) as a white solid. 1H NMR (400 MHz, DMSO-d6): delta 11.00 (s, 1H), 10.87 (s, 1H), 8.35 (d, J=5.7 Hz, 1H), 8.25 (s, 1H), 7.95 (s, 1H), 7.90 (d, J=8.8 Hz, 1H), 7.62 (d, J=8.8 Hz, 1H), 7.16 (d, J=2.4 Hz, 1H), 6.60 (dd, J=5.7, 2.4 Hz, 1H), 3.89-3.87 (m, 2H), 3.84 (s, 3H), 3.32-3.28 (m, 2H), 2.70-2.67 (m, 1H), 2.25 (s, 3H), 1.72 (d, J=12.9 Hz, 2H), 1.61-1.58 (m, 2H); MS (ESI) m/z: 437.2 (M+H+).

344329-76-6, As the paragraph descriping shows that 344329-76-6 is playing an increasingly important role.

Reference£º
Patent; Deciphera Pharmaceuticals, LLC; Flynn, Daniel L.; Caldwell, Timothy Malcolm; Kaufman, Michael D.; Patt, William C.; Samarakoon, Thiwanka; Vogeti, Lakshminarayana; Yates, Karen M.; US2014/275080; (2014); A1;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics

344329-76-6, Tetrahydro-2H-pyran-4-carboxamide is a Tetrahydropyrans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Thionyl chloride (10.0 mL, 137 mmol) was added to oxane-4-carboxamide (3.0 g, 23 mmol) and thereaction mixture was refluxed for 4 h, after which the reaction mixture was poured over ice andbasified to pH 14 with NaOH (50%). The aqueous solution was extracted with EtOAc (3 ¡Á 50 mL),dried (Na2SO4) and concentrated in vacuo to give the product as a pale yellow oil (2.4 g, 94%). Theproduct obtained did not require any further purification.IR numax 2961, 2932, 2851, 2240, 1468, 1446, 1390, 1242, 1125, 1066, 1011 cm-1;1H-NMR (CDCl3, 500 MHz): 3.91 (2H, ddd, J 11.9, 6.3, 3.6, 2¡Á2-HA), 3.61 (2H, ddd, J 11.9, 7.8, 3.3,2¡Á2-HB), 2.91-2.85 (1H, m, 4-H), 1.99-1.92 (2H, m, 2¡Á3-HA), 1.91-1.84 (2H, m, 2¡Á3-HB);13C-NMR (CDCl3, 75 MHz): 121.2, 65.6, 28.9, 25.3;HRMS (ESI+): Calculated for C6H10NO ([M+H]+): 112.0756. Found: 112.0754, Delta -1.8 ppm., 344329-76-6

The synthetic route of 344329-76-6 has been constantly updated, and we look forward to future research findings.

Reference£º
Article; Craven, Philip; Aimon, Anthony; Dow, Mark; Fleury-Bregeot, Nicolas; Guilleux, Rachel; Morgentin, Remy; Roche, Didier; Kalliokoski, Tuomo; Foster, Richard; Marsden, Stephen P.; Nelson, Adam; Bioorganic and Medicinal Chemistry; vol. 23; 11; (2015); p. 2629 – 2635;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics

344329-76-6, Tetrahydro-2H-pyran-4-carboxamide is a Tetrahydropyrans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Example 87 A^-[10,ll-dichloro-4-oxo-3-(trifluoromethyl)-2,5,7-triazatricyclo[6.4.0.02’6]dodeca- l(12),6,8,10-tetraen-3-yl]oxane-4-carboxamide (ABR 239441) To a stirred solution of oxane-4-carboxamide (500 mg, 3.87 mmol) in DMF (15 mL) was added pyridine (312 mu, 3.87 mmol) followed by ethyl 3,3,3-trifluoro-2-oxopropanoate (658 mg, 3.87 mmol) at room temperature under argon. The reaction mixture was stirred at room temperature for 1 h and then thionyl chloride (422 mu, 5.81 mmol) was added. The reaction was stirred for a further 16 h and was then concentrated. The acyl intermediate that remained was dissolved in DMF (5 mL) under argon. A solution of 5,6-dichloro-lH-l ,3-benzodiazol-2-amine (587 mg, 2.90 mmol) in DMF (7 mL) and triethylamine (861 mu, 6.19 mmol) were added and the reaction mixture was stirred at room temperature for 4 h. The reaction mixture was diluted with water (10 mL) and extracted with EtOAc (2 x 15 mL). The combined organic extracts were washed with brine, dried (MgSO^, filtered and concentrated. The crude product was purified by silica chromatography. Further purification was carried out by trituration in DCM/MeOH and then pentane to afford the title compound (20 mg, 1percent).

344329-76-6, The synthetic route of 344329-76-6 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; ACTIVE BIOTECH AB; WELLMAR, Ulf; LIBERG, David; EKBLAD, Maria; BAINBRIDGE, Marie; EAST, Stephen; HARGRAVE, Jonathan; PREVOST, Natacha; WO2015/177367; (2015); A1;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics

344329-76-6, Tetrahydro-2H-pyran-4-carboxamide is a Tetrahydropyrans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

A solution of tetrahydro-2Hr-pyran-4-carboxamide (11.4 g, 88.3 mmol) in THF (441 mL) was cooled to 0 0C. Lithium aluminum hydride (10.0 g, 265 mmol) was added in six portions over a period of ten minutes. The reaction flask was purged with nitrogen between the additions. When the reaction mixture was no longer bubbling, it was heated at reflux for six hours. The reaction was then cooled to 0 0C, and ethyl acetate was added dropwise until bubbling ceased. Methanol was then added dropwise until bubbling ceased. Water (10 mL), 15percent aqueous sodium hydroxide (10 mL), and water (30 mL) were sequentially added. The organic fraction was decanted off, and the remaining gray solid was washed with chloroform. The combined organic fractions were dried over sodium sulfate, filtered, and concentrated under reduced pressure to provide tetrahydro- 2H-pyran-4-ylmethy lamine .

344329-76-6, 344329-76-6 Tetrahydro-2H-pyran-4-carboxamide 13197203, aTetrahydropyrans compound, is more and more widely used in various fields.

Reference£º
Patent; 3M INNOVATIVE PROPERTIES COMPANY; WO2007/75468; (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.344329-76-6,Tetrahydro-2H-pyran-4-carboxamide,as a common compound, the synthetic route is as follows.

Example 7 A solution of Example B5 (0.090 g, 0.697 mmol) in DCE (3 mL) was treated with oxalyl chloride (0.122 mL, 1.394 mmol), heated at 80¡ã C. for 3 h, cooled to RT and concentrated to dryness. The solid was treated with a solution of Example A4 (0.09 g, 0.348 mmol) and TEA (0.194 mL, 1.394 mmol) in THF (3 mL) and stirred at RT for 2 h. The mixture was treated with satd. NaHCO3, extracted with EtOAc (2*) and the combined organics were washed with brine, dried over Na2SO4, concentrated to dryness and purified via silica gel chromatography (MeOH/DCM) to afford N-((5-((2-acetamidopyridin-4-yl)oxy)-6-methylpyridin-2-yl)carbamoyl)tetrahydro-2H-pyran-4-carboxamide (44 mg, 31percent) as a white solid. 1H NMR (400 MHz, DMSO-d6): delta 10.99 (s, 1H), 10.86 (s, 1H), 10.54 (s, 1H), 8.16 (d, J=5.7 Hz, 1H), 7.89 (d, J=8.8 Hz, 1H), 7.60 (d, J=8.8 Hz, 1H), 7.57 (d, J=2.3 Hz, 1H), 6.61 (dd, J=5.7, 2.5 Hz, 1H), 3.87 (m, 2H), 3.32-3.25 (m, 2H), 2.68 (m, 1H), 2.21 (s, 3H), 2.01 (s, 3H), 1.71 (m, 2H), 1.66-1.54 (m, 2H); MS (ESI) m/z: 414.2 (M+H+)., 344329-76-6

344329-76-6 Tetrahydro-2H-pyran-4-carboxamide 13197203, aTetrahydropyrans compound, is more and more widely used in various fields.

Reference£º
Patent; Deciphera Pharmaceuticals, LLC; Flynn, Daniel L.; Caldwell, Timothy Malcolm; Samarakoon, Thiwanka; Vogeti, Lakshminarayana; Kaufman, Michael D.; Patt, William C.; Ahn, YuMi; US2014/275016; (2014); A1;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics