(2S)-2-(Fluoromethyl)pyrrolidine → [2-(S)-(2-(S)-Fluoromethyl-pyrrolidin-1-ylmethyl)-pyrrolidin-1-yl]-(4'-trifluoromethyl-biphenyl-4-yl)-methanone

HRID 1677195Notes

Reaction equation

HRID 1677195 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].[F:26][CH2:27][C@@H:28]1[CH2:32][CH2:31][CH2:30][NH:29]1>>[F:26][CH2:27][C@@H:28]1[CH2:32][CH2:31][CH2:30][N:29]1[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]

Participants

3

Reactant 2

HCID 51980281(2S)-2-(Fluoromethyl)pyrrolidineHCID 57980177(2-(S)-Hydroxymethyl-pyrrolidin-1-yl)-(4'-trifluoromethyl-biphenyl-4-yl)-methanone

Product 1

HCID 57980052[2-(S)-(2-(S)-Fluoromethyl-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 2-(S)-Fluoromethyl-pyrrolidine (CAS 460748-85-0) MS (M+H) 435.2

Sources & evidence

ORD record
ord-ec7412990c0e4a2fb8b180d09ad76908
Source dataset
uspto-grants-2011_08
Patent number
US08008301B2

Reaction notes

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