3,3,3-Trifluoropropanal → HCID 46947019, compound

HRID 1697530Notes

Reaction equation

HRID 1697530 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].[F:25][C:26]([F:31])([F:30])[CH2:27][CH:28]=O>>[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][N:11]2[CH2:28][CH2:27][C:26]([F:31])([F:30])[F:25])=[O:9])[CH2:6][CH2:5]1)#[N:3]

Participants

3

Reactant 2

HCID 680283,3,3-TrifluoropropanalHCID 66770259HCID 66770259, compound

Product 1

HCID 46947019HCID 46947019, compound

Procedure

(2S,4R)-4-(2-chloro-benzenesulfonyl)-pyrrolidine-2-carboxylic acid (1-cyano-cyclopropyl)-amide hydrochloride from experiment K4 was reductively alkylated with 3,3,3-trifluoropropionaldehyde in analogy to experiment L3 to give (2S,4R)-4-(2-chloro-benzenesulfonyl)-1-(3,3,3-trifluoro-propyl)-pyrrolidine-2-carboxylic acid (1-cyano-cyclopropyl)-amide as a colorless oil. MS: 450.2 [M+H]+.

Sources & evidence

ORD record
ord-09fef32d36f247abac2a4567b52dd3eb
Source dataset
uspto-grants-2012_04
Patent number
US08163793B2

Reaction notes

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