4-(chloromethyl)-N,N-dimethylbenzamide → 4-[3-Fluoro-4-(2-(S)-pyrrolidin-1-ylmethyl-pyrrolidine 1-carbonyl)-phenoxymethyl]-N,N-dimethyl-benzamide

HRID 642196Notes

Reaction equation

HRID 642196 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][CH2:18]1)=[O:10].Cl[CH2:23][C:24]1[CH:34]=[CH:33][C:27]([C:28]([N:30]([CH3:32])[CH3:31])=[O:29])=[CH:26][CH:25]=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][CH2:18]1)=[O:10])[O:8][CH2:23][C:24]1[CH:34]=[CH:33][C:27]([C:28]([N:30]([CH3:31])[CH3:32])=[O:29])=[CH:26][CH:25]=1

Participants

3

Reactant 2

HCID 184650934-(chloromethyl)-N,N-dimethylbenzamideHCID 59259534(2-Fluoro-4-hydroxy-phenyl)-(2-(S)-pyrrolidin-1-ylmethyl-pyrrolidin-1-yl)-methanone

Product 1

HCID 117194174-[3-Fluoro-4-(2-(S)-pyrrolidin-1-ylmethyl-pyrrolidine 1-carbonyl)-phenoxymethyl]-N,N-dimethyl-benzamide

Procedure

The title compound is prepared in a manner substantially analogous to Procedure C using (2-Fluoro-4-hydroxy-phenyl)-(2-(S)-pyrrolidin-1-ylmethyl-pyrrolidin-1-yl)-methanone and 4-chloromethyl-N,N-dimethyl-benzamide [CAS 121083-51-0]. MS (ES+) 454.2

Sources & evidence

ORD record
ord-5b58860f574e48f59c3bd65c5d387aa9
Source dataset
uspto-grants-2010_04
Patent number
US07696234B2

Reaction notes

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