Acetic Anhydride → HCID 59543759, compound

HRID 1697548Notes

Reaction equation

Cl.[C:2]([C:4]1([NH:7][C:8]([C@@H:10]2[CH2:14][C@@H:13]([S:15]([C:18]3[CH:23]=[CH:22][C:21]([N:24]4[CH:28]=[CH:27][N:26]=[CH:25]4)=[CH:20][C:19]=3[C:29]([F:32])([F:31])[F:30])(=[O:17])=[O:16])[CH2:12][NH:11]2)=[O:9])[CH2:6][CH2:5]1)#[N:3].[C:33](OC(=O)C)(=[O:35])[CH3:34]>>[C:2]([C:4]1([NH:7][C:8]([C@@H:10]2[CH2:14][C@@H:13]([S:15]([C:18]3[CH:23]=[CH:22][C:21]([N:24]4[CH:28]=[CH:27][N:26]=[CH:25]4)=[CH:20][C:19]=3[C:29]([F:30])([F:32])[F:31])(=[O:16])=[O:17])[CH2:12][N:11]2[C:33](=[O:35])[CH3:34])=[O:9])[CH2:6][CH2:5]1)#[N:3]

Participants

Reactant 2

HCID 7918Acetic Anhydride

HCID 66771198HCID 66771198, compound

Product 1

HCID 59543759HCID 59543759, compound

Procedure

(2S,4R)-4-(4-imidazol-1-yl-2-trifluoromethyl-benzenesulfonyl)-pyrrolidine-2-carboxylic acid (1-cyano-cyclopropyl)-amide hydrochloride from experiment D10 was acylated with acetic anhydride in analogy to experiment L29 to give (2S,4R)-1-acetyl-4-(4-imidazol-1-yl-2-trifluoromethyl-benzenesulfonyl)-pyrrolidine-2-carboxylic acid (1-cyano-cyclopropyl)-amide as a colorless solid. MS: 496.3 [M+H]+.

Sources & evidence

ORD record: ord-1e2a1fd446f141dca6069c3a53603d16
Source dataset: uspto-grants-2012_04
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08163793B2

Reaction notes

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