5-(Bromomethyl)thiophene-3-carbonitrile → 5-{3-Fluoro-4-[2-(S)-(2-(R)-methyl-pyrrolidin-1-ylmethyl)-pyrrolidine-1-carbonyl]-phenoxymethyl}-thiophene-3-carbonitrile

HRID 2261220Notes

Reaction equation

HRID 2261220 reaction equation
[F:1][C:2]1[CH:7]=[C:6]([OH:8])[CH:5]=[CH:4][C:3]=1[C:9]([N:11]1[CH2:15][CH2:14][CH2:13][C@H:12]1[CH2:16][N:17]1[CH2:21][CH2:20][CH2:19][C@H:18]1[CH3:22])=[O:10].Br[CH2:24][C:25]1[S:29][CH:28]=[C:27]([C:30]#[N:31])[CH:26]=1>>[F:1][C:2]1[CH:7]=[C:6]([CH:5]=[CH:4][C:3]=1[C:9]([N:11]1[CH2:15][CH2:14][CH2:13][C@H:12]1[CH2:16][N:17]1[CH2:21][CH2:20][CH2:19][C@H:18]1[CH3:22])=[O:10])[O:8][CH2:24][C:25]1[S:29][CH:28]=[C:27]([C:30]#[N:31])[CH:26]=1

Participants

3

Reactant 2

HCID 108457645-(Bromomethyl)thiophene-3-carbonitrileHCID 11960537(2-Fluoro-4-hydroxy-phenyl)-[2-(S)(2-(R)-methyl-pyrrolidin-1-ylmethyl)-pyrrolidin-1-yl]-methanone

Product 1

HCID 116332965-{3-Fluoro-4-[2-(S)-(2-(R)-methyl-pyrrolidin-1-ylmethyl)-pyrrolidine-1-carbonyl]-phenoxymethyl}-thiophene-3-carbonitrile

Procedure

The title compound is prepared in a manner substantially analogous to Procedure C from (2-Fluoro-4-hydroxy-phenyl)-[2-(S)-(2-(R)-methyl-pyrrolidin-1-ylmethyl)-pyrrolidin-1-yl]-methanone and 5-(bromomethyl) 3-thiophenecarbonitrile [CAS 186552-10-3]. MS (ES+) m/e 428.3

Sources & evidence

ORD record
ord-9264f2ecb9b04437820ea4592c67fc21
Source dataset
uspto-grants-2010_12
Patent number
US07846950B2

Reaction notes

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