4-Fluorobenzoic Acid → HCID 59543606, compound

HRID 1697500Notes

Reaction equation

HRID 1697500 reaction equation
Cl.[C:2]([CH2:4][NH:5][C:6]([C@@H:8]1[CH2:12][C@@H:11]([S:13]([C:16]2[CH:21]=[CH:20][CH:19]=[CH:18][C:17]=2[Cl:22])(=[O:15])=[O:14])[CH2:10][NH:9]1)=[O:7])#[N:3].[F:23][C:24]1[CH:32]=[CH:31][C:27]([C:28](O)=[O:29])=[CH:26][CH:25]=1>>[C:2]([CH2:4][NH:5][C:6]([C@@H:8]1[CH2:12][C@@H:11]([S:13]([C:16]2[CH:21]=[CH:20][CH:19]=[CH:18][C:17]=2[Cl:22])(=[O:14])=[O:15])[CH2:10][N:9]1[C:28](=[O:29])[C:27]1[CH:31]=[CH:32][C:24]([F:23])=[CH:25][CH:26]=1)=[O:7])#[N:3]

Participants

3

Reactant 2

HCID 99734-Fluorobenzoic AcidHCID 86646813HCID 86646813, compound

Product 1

HCID 59543606HCID 59543606, compound

Procedure

(2S,4R)-4-(2-chloro-benzenesulfonyl)-pyrrolidine-2-carboxylic acid cyanomethyl-amide hydrochloride from experiment K1 was coupled with 4-fluorobenzoic acid in analogy to experiment A1 to give (2S,4R)-4-(2-chloro-benzenesulfonyl)-1-(4-fluoro-benzoyl)-pyrrolidine-2-carboxylic acid cyanomethyl-amide as a colorless oil. MS: 450.1 [M+H]+.

Sources & evidence

ORD record
ord-fe259ccd01f344788be9f56450587ab9
Source dataset
uspto-grants-2012_04
Patent number
US08163793B2

Reaction notes

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