Hydrogen chloride-ethyl acetate → HCID 178522423, compound

HRID 1012130Notes

Reaction equation

HRID 1012130 reaction equation
C(OC([N:8]1[CH2:13][CH2:12][N:11]([CH2:14][C:15]2[CH:39]=[CH:38][C:18]3[NH:19][C:20]([C:22]4[C:26]([NH:27][C:28](=[O:37])[C:29]5[C:34]([F:35])=[CH:33][CH:32]=[CH:31][C:30]=5[F:36])=[CH:25][NH:24][N:23]=4)=[N:21][C:17]=3[CH:16]=2)[CH2:10][CH2:9]1)=O)(C)(C)C.Cl.CCOC(C)=O>CO>[F:35][C:34]1[CH:33]=[CH:32][CH:31]=[C:30]([F:36])[C:29]=1[C:28]([NH:27][C:26]1[C:22]([C:20]2[NH:19][C:18]3[CH:38]=[CH:39][C:15]([CH2:14][N:11]4[CH2:10][CH2:9][NH:8][CH2:13][CH2:12]4)=[CH:16][C:17]=3[N:21]=2)=[N:23][NH:24][CH:25]=1)=[O:37]

Participants

4

Reactant 2

HCID 21866389Hydrogen chloride-ethyl acetateHCID 178452292HCID 178452292, compound

Product 1

HCID 178522423HCID 178522423, compoundYield 30.7%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A mixture of 4-{2-[4-(2,6-difluoro-benzoylamino)-1H-pyrazol-3-yl]-1H-benzimidazol-5-ylmethyl}-piperazine-1-carboxylic acid tert-butyl ester (84 mg), MeOH (3 mL) and saturated HCl/EtOAc (3 mL) was stirred at r.t. for 16 h and then reduced in vacuo azeotroping with toluene to give the title compound (21 mg) as a yellow solid. (LC/MS: Rt 1.60, [M+H]+ 438.09).

Workup

  1. customazeotroping with toluene

Sources & evidence

ORD record
ord-2f1f8b855547469d852f747cf332bff7
Source dataset
uspto-grants-2011_07
Patent number
US07977477B2

Reaction notes

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