Hydrogen chloride-ethyl acetate → HCID 90229289, compound

HRID 1505782Notes

Reaction equation

HRID 1505782 reaction equation
[Cl:1][C:2]1[C:3]([CH3:45])=[C:4]([NH:8][C:9]([C:11]2[C:19]3[N:18]=[C:17]([C@@H:20]4[CH2:24][CH2:23][CH2:22][N:21]4C(OC(C)(C)C)=O)[NH:16][C:15]=3[CH:14]=[C:13]([NH:32][C:33]([C:35]3[CH:40]=[CH:39][CH:38]=[CH:37][C:36]=3[C:41]([F:44])([F:43])[F:42])=[O:34])[CH:12]=2)=[O:10])[CH:5]=[CH:6][CH:7]=1.[ClH:46].C(OCC)(=O)C>C(OCC)(=O)C>[ClH:1].[ClH:46].[Cl:1][C:2]1[C:3]([CH3:45])=[C:4]([NH:8][C:9]([C:11]2[C:19]3[N:18]=[C:17]([C@@H:20]4[CH2:24][CH2:23][CH2:22][NH:21]4)[NH:16][C:15]=3[CH:14]=[C:13]([NH:32][C:33]([C:35]3[CH:40]=[CH:39][CH:38]=[CH:37][C:36]=3[C:41]([F:44])([F:42])[F:43])=[O:34])[CH:12]=2)=[O:10])[CH:5]=[CH:6][CH:7]=1

Participants

4

Reactant 2

HCID 21866389Hydrogen chloride-ethyl acetateHCID 71532523HCID 71532523, compound

Product 1

HCID 90229289HCID 90229289, compound

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

To a solution of tert-butyl (2S)-2-{4-[(3-chloro-2-methylphenyl)carbamoyl]-6-({[2-(trifluoromethyl)phenyl]carbonyl}amino)-1H-benzimidazole-2-yl}pyrrolidine-1-carboxylate (26 mg) (Example 69) in ethyl acetate (2 mL), was added 4N hydrogen chloride/ethyl acetate solution (2 mL), and the mixture was stirred at room temperature for 2 hours. N-hexane was added to the reaction mixture, the precipitate was collected, and dried to obtain the titled compound (20 mg) as pale yellow powder.

Workup

  1. customthe precipitate was collected
  2. customdried

Sources & evidence

ORD record
ord-ea05567c497a4f81b64453b48ef54f79
Source dataset
uspto-grants-2015_12
Patent number
US09216968B2

Reaction notes

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