| Identification | Back Directory | [Name]
1-(piperidin-4-yl)-1H-imidazo[4,5-b]pyridin-2(3H)-one | [CAS]
185961-99-3 | [Synonyms]
Rimegepant Impurity 59
1-(piperidin-4-yl)-1H-imidazo[4,5-b]pyridin-2(3H)-one
1-Piperidin-4-yl-1,3-dihydro-iMidazo[4,5-b]pyridin-2-one
1,3-dihydro-1-(4-piperidinyl)-2h-imidazo[4,5-b]pyridin-2-one
1-(Piperidin-4-yl)-1,3-dihydro-2H-imidazo[4,5-b]pyridin-2-one
2H-IMidazo[4,5-b]pyridin-2-one, 1,3-dihydro-1-(4-piperidinyl)- | [Molecular Formula]
C11H14N4O | [MDL Number]
MFCD11043252 | [MOL File]
185961-99-3.mol | [Molecular Weight]
218.26 |
| Hazard Information | Back Directory | [Synthesis]
Step 4: 690 g (1.96 mol) of benzyl 4-(2-oxo-2,3-dihydroimidazo[4,5-b]pyridin-1-yl)piperidine-1-carboxylate was dissolved in 5.4 L of methanol, heated to 60 °C and 46 g of 10% Pd/C catalyst was added (catalyst-to-substrate mass ratio of 6.6%). The hydrogenation reaction was carried out under 60 psi hydrogen pressure until hydrogen absorption was complete. Upon completion of the reaction, the catalyst was removed by filtration. 4 L of methanol was removed by distillation from the filtrate, followed by the addition of 2 L of methylcyclohexane and continued distillation to remove 1.5 L of solvent. The resulting suspension was diafiltrated and the residue was washed with methylcyclohexane and dried at 40 °C. Yield: 446 g (100%). eSI-MS: m/z = 219 (M + H)+. | [References]
[1] Patent: US2010/324028, 2010, A1. Location in patent: Page/Page column 32
[2] Patent: US2011/59954, 2011, A1. Location in patent: Page/Page column 67
[3] Patent: US2011/195954, 2011, A1. Location in patent: Page/Page column 75
[4] Patent: US2012/88755, 2012, A1. Location in patent: Page/Page column 51-52 |
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