Acetic Acid → N-[4-({2-[(cyclopropylcarbonyl)amino]imidazo[1,2-a]pyridin-6-yl}oxy)-3-fluorophenyl]-1-(4-fluorophenyl)-6-methyl-2-oxo-1,2-dihydropyridine-3-carboxamide acetate

HRID 2095962Notes

Reaction equation

[CH:1]1([C:4]([NH:6][C:7]2[N:8]=[C:9]3[CH:14]=[CH:13][C:12]([O:15][C:16]4[CH:21]=[CH:20][C:19]([NH:22][C:23]([C:25]5[C:26](=[O:39])[N:27]([C:32]6[CH:37]=[CH:36][C:35]([F:38])=[CH:34][CH:33]=6)[C:28]([CH3:31])=[CH:29][CH:30]=5)=[O:24])=[CH:18][C:17]=4[F:40])=[CH:11][N:10]3[CH:41]=2)=[O:5])[CH2:3][CH2:2]1.[C:42]([OH:45])(=[O:44])[CH3:43].CC(CC)=O>O>[C:42]([OH:45])(=[O:44])[CH3:43].[CH:1]1([C:4]([NH:6][C:7]2[N:8]=[C:9]3[CH:14]=[CH:13][C:12]([O:15][C:16]4[CH:21]=[CH:20][C:19]([NH:22][C:23]([C:25]5[C:26](=[O:39])[N:27]([C:32]6[CH:37]=[CH:36][C:35]([F:38])=[CH:34][CH:33]=6)[C:28]([CH3:31])=[CH:29][CH:30]=5)=[O:24])=[CH:18][C:17]=4[F:40])=[CH:11][N:10]3[CH:41]=2)=[O:5])[CH2:3][CH2:2]1

Participants

Conditions

Temperature: 60 °C

Procedure

To N-[4-({2-[(cyclopropylcarbonyl)amino]imidazo[1,2-a]pyridin-6-yl}oxy)-3-fluorophenyl]-1-(4-fluorophenyl)-6-methyl-2-oxo-1,2-dihydropyridine-3-carboxamide (700 mg, 1.26 mmol) was added acetic acid (3.5 mL), and the mixture was heated to 60° C. Methylethylketone (2.1 mL) and water (3.5 mL) were added, and the mixture was cooled to room temperature and stirred at room temperature for 16 hr. The precipitate was collected by filtration and washed with water to give the title compound (512 mg, 66%) as white crystals.

Workup

temperaturethe mixture was cooled to room temperature
filtrationThe precipitate was collected by filtration
washwashed with water

Sources & evidence

ORD record: ord-3a5e1ff48ad64903ab5d7c3ab984736d
Source dataset: uspto-grants-2013_05
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08445509B2

Reaction notes

Loading…