Hydrochloric Acid → HCID 66968569, compound

HRID 2095925Notes

Reaction equation

HRID 2095925 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:37])[N:27]([C:31]6[CH:36]=[CH:35][CH:34]=[CH:33][CH:32]=6)[N:28]([CH3:30])[CH:29]=5)=[O:24])=[CH:18][C:17]=4[F:38])=[CH:11][N:10]3[CH:39]=2)=[O:5])[CH2:3][CH2:2]1.[ClH:40].O>C(C(C)=O)C>[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:37])[N:27]([C:31]6[CH:32]=[CH:33][CH:34]=[CH:35][CH:36]=6)[N:28]([CH3:30])[CH:29]=5)=[O:24])=[CH:18][C:17]=4[F:38])=[CH:11][N:10]3[CH:39]=2)=[O:5])[CH2:3][CH2:2]1.[ClH:40]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 962WaterHCID 58158520HCID 58158520, compound

Product 1

HCID 66968569HCID 66968569, compoundYield 79%

Reagents, catalysts & solvents 1

HCID 6569Methyl Ethyl KetoneSolvent

Procedure

To a suspension of N-[4-({2-[(cyclopropylcarbonyl)amino]imidazo[1,2-a]pyridin-6-yl}oxy)-3-fluorophenyl]-1-methyl-3-oxo-2-phenyl-2,3-dihydro-1H-pyrazole-4-carboxamide (480 mg, 0.92 mmol) in methyl ethyl ketone (7 mL) was slowly added 6N aqueous hydrochloric acid solution (4 mL) and then water (4 mL), and the mixture was stirred at 80° C. for 5 min. The mixture was cooled to room temperature and stirred at room temperature for 3 hr. The precipitated solid was collected by filtration, washed with methyl ethyl ketone and dried under reduced pressure to give the title compound (410 mg, 79%) as a white solid.

Workup

  1. filtrationThe precipitated solid was collected by filtration
  2. washwashed with methyl ethyl ketone
  3. customdried under reduced pressure

Sources & evidence

ORD record
ord-4196ba97c59c4d32947d983d323e767a
Source dataset
uspto-grants-2013_05
Patent number
US08445509B2

Reaction notes

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