4-Fluorophenyl chloroformate → HCID 46946608, compound

HRID 1697537Notes

Reaction equation

HRID 1697537 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][CH:21]=[CH:20][C:19]=3[Cl:24])(=[O:17])=[O:16])[CH2:12][NH:11]2)=[O:9])[CH2:6][CH2:5]1)#[N:3].Cl[C:26]([O:28][C:29]1[CH:34]=[CH:33][C:32]([F:35])=[CH:31][CH:30]=1)=[O:27]>>[F:35][C:32]1[CH:33]=[CH:34][C:29]([O:28][C:26]([N:11]2[CH2:12][C@H:13]([S:15]([C:18]3[CH:23]=[CH:22][CH:21]=[CH:20][C:19]=3[Cl:24])(=[O:17])=[O:16])[CH2:14][C@H:10]2[C:8](=[O:9])[NH:7][C:4]2([C:2]#[N:3])[CH2:6][CH2:5]2)=[O:27])=[CH:30][CH:31]=1

Participants

3

Reactant 2

HCID 27332564-Fluorophenyl chloroformateHCID 66770259HCID 66770259, compound

Product 1

HCID 46946608HCID 46946608, compound

Procedure

(2S,4R)-4-(2-chloro-benzenesulfonyl)-pyrrolidine-2-carboxylic acid (1-cyano-cyclopropyl)-amide hydrochloride from experiment K4 was acylated with 4-fluorophenyl chloroformate in analogy to experiment L21 to give (2S,4R)-4-(2-chloro-benzenesulfonyl)-2-(1-cyano-cyclopropylcarbamoyl)-pyrrolidine-1-carboxylic acid 4-fluoro-phenyl ester as a colorless oil. MS: 492.1 [M+H]+.

Sources & evidence

ORD record
ord-19fd87a6f3ce415d8af08656a1b9f54a
Source dataset
uspto-grants-2012_04
Patent number
US08163793B2

Reaction notes

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