2,2,2-Trifluoroethyl trifluoromethanesulfonate → HCID 46946812, compound

HRID 1697528Notes

Reaction equation

HRID 1697528 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].O([CH2:33][C:34]([F:37])([F:36])[F:35])S(C(F)(F)F)(=O)=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[CH2:33][C:34]([F:37])([F:36])[F:35])=[O:9])[CH2:6][CH2:5]1)#[N:3]

Participants

3

Reactant 2

HCID 803662,2,2-Trifluoroethyl trifluoromethanesulfonateHCID 66770259HCID 66770259, compound

Product 1

HCID 46946812HCID 46946812, compound

Procedure

(2S,4R)-4-(2-chloro-benzenesulfonyl)-pyrrolidine-2-carboxylic acid (1-cyano-cyclopropyl)-amide hydrochloride from experiment K4 was alkylated with 2,2,2-trifluoroethyl triflate in analogy to experiment L37 to give (2S,4R)-4-(2-chloro-benzenesulfonyl)-1-(2,2,2-trifluoro-ethyl)-pyrrolidine-2-carboxylic acid (1-cyano-cyclopropyl)-amide as a colorless oil. MS: 436.2 [M+H]+.

Sources & evidence

ORD record
ord-efb8589a32e84816b475882b346b8e23
Source dataset
uspto-grants-2012_04
Patent number
US08163793B2

Reaction notes

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