Hydrogen chloride-ethyl acetate → N-[3-({2-[(cyclopropylcarbonyl)amino]imidazo[1,2-a]pyridin-6-yl}oxy)phenyl]-1,3-dimethyl-1H-pyrazole-5-carboxamide hydrochloride

HRID 1874397

Reaction equation

HRID 1874397 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:17]=[C:18]([NH:22][C:23]([C:25]5[N:29]([CH3:30])[N:28]=[C:27]([CH3:31])[CH:26]=5)=[O:24])[CH:19]=[CH:20][CH:21]=4)=[CH:11][N:10]3[CH:32]=2)=[O:5])[CH2:3][CH2:2]1.C(OCC)(=O)C.[ClH:39]>C(O)C>[ClH:39].[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:17]=[C:18]([NH:22][C:23]([C:25]5[N:29]([CH3:30])[N:28]=[C:27]([CH3:31])[CH:26]=5)=[O:24])[CH:19]=[CH:20][CH:21]=4)=[CH:11][N:10]3[CH:32]=2)=[O:5])[CH2:3][CH2:2]1

Participants

4

Reactant 2

HCID 21866389Hydrogen chloride-ethyl acetateHCID 25127854N-[3-({2-[(cyclopropylcarbonyl)amino]imidazo[1,2-a]pyridin-6-yl}oxy)phenyl]-1,3-dimethyl-1H-pyrazole-5-carboxamide

Product 1

HCID 68984712N-[3-({2-[(cyclopropylcarbonyl)amino]imidazo[1,2-a]pyridin-6-yl}oxy)phenyl]-1,3-dimethyl-1H-pyrazole-5-carboxamide hydrochlorideYield 74%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

To a solution of N-[3-({2-[(cyclopropylcarbonyl)amino]imidazo[1,2-a]pyridin-6-yl}oxy)phenyl]-1,3-dimethyl-1H-pyrazole-5-carboxamide (318 mg, 0.739 mmol) in ethanol (15 mL) was added 1N hydrogen chloride-ethyl acetate solution (886 μL), and the mixture was stirred at room temperature for 2 days. The precipitated solid was collected by filtration and washed with ethanol to give the title compound (256 mg, 74%) as a white solid.

Workup

  1. filtrationThe precipitated solid was collected by filtration
  2. washwashed with ethanol

Sources & evidence

ORD record
ord-d3bb05bb240b47bc8af9888f9729a8db
Source dataset
uspto-grants-2012_11
Patent number
US08304557B2

Linked notes

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