2,5-Dimethylpyrrolidine, (2S,5S)- → [2-(2,5-cis-Dimethyl-pyrrolidin-1-ylmethyl)-pyrrolidin-1-yl]-(4'-trifluoromethyl-biphenyl-4-yl)-methanone

HRID 1677191Notes

Reaction equation

HRID 1677191 reaction equation
O[CH2:2][C@@H:3]1[CH2:7][CH2:6][CH2:5][N:4]1[C:8]([C:10]1[CH:15]=[CH:14][C:13]([C:16]2[CH:21]=[CH:20][C:19]([C:22]([F:25])([F:24])[F:23])=[CH:18][CH:17]=2)=[CH:12][CH:11]=1)=[O:9].[CH3:26][C@H:27]1[CH2:31][CH2:30][C@H:29]([CH3:32])[NH:28]1>>[CH3:26][C@H:27]1[CH2:31][CH2:30][C@@H:29]([CH3:32])[N:28]1[CH2:2][CH:3]1[CH2:7][CH2:6][CH2:5][N:4]1[C:8]([C:10]1[CH:15]=[CH:14][C:13]([C:16]2[CH:21]=[CH:20][C:19]([C:22]([F:25])([F:24])[F:23])=[CH:18][CH:17]=2)=[CH:12][CH:11]=1)=[O:9]

Participants

3

Reactant 2

HCID 69940992,5-Dimethylpyrrolidine, (2S,5S)-HCID 57980177(2-(S)-Hydroxymethyl-pyrrolidin-1-yl)-(4'-trifluoromethyl-biphenyl-4-yl)-methanone

Product 1

HCID 67372989[2-(2,5-cis-Dimethyl-pyrrolidin-1-ylmethyl)-pyrrolidin-1-yl]-(4'-trifluoromethyl-biphenyl-4-yl)-methanone

Procedure

The title compound is prepared in a manner substantially analogous to Procedure RR starting from (2-(S)-Hydroxymethyl-pyrrolidin-1-yl)-(4′-trifluoromethyl-biphenyl-4-yl)-methanone and mixture of cis and trans-2,5-dimethyl-pyrrolidine. MS (M+H) 431.2

Sources & evidence

ORD record
ord-c1d2bd5e4f024f96b520805403216306
Source dataset
uspto-grants-2011_08
Patent number
US08008301B2

Reaction notes

Loading…