Acetic Anhydride → HCID 59543791, compound

HRID 1697547Notes

Reaction equation

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

Participants

Reactant 2

HCID 7918Acetic Anhydride

HCID 59543786HCID 59543786, compound

Product 1

HCID 59543791HCID 59543791, compound

Procedure

(2S,4R)-4-(4-pyrazol-1-yl-2-trifluoromethyl-benzenesulfonyl)-pyrrolidine-2-carboxylic acid (1-cyano-cyclopropyl)-amide from experiment D9 was acylated with acetic anhydride in analogy to experiment L29 to give (2S,4R)-1-acetyl-4-(4-pyrazol-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-d97ce2e8b5bd459386d9b87f0f7d2a9b
Source dataset: uspto-grants-2012_04
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08163793B2

Reaction notes

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