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

HRID 642201Notes

Reaction equation

HRID 642201 reaction equation
[F:1][C:2]1[CH:3]=[C:4]([C:9]([N:11]2[CH2:15][CH2:14][CH2:13][C@H:12]2[CH2:16][N:17]2[CH2:21][CH2:20][CH2:19][CH2:18]2)=[O:10])[CH:5]=[CH:6][C:7]=1[OH:8].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:3]=[C:4]([C:9]([N:11]2[CH2:15][CH2:14][CH2:13][C@H:12]2[CH2:16][N:17]2[CH2:21][CH2:20][CH2:19][CH2:18]2)=[O:10])[CH:5]=[CH:6][C:7]=1[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 59259532(3-Fluoro-4-hydroxy-phenyl)-(2-(S)-pyrrolidin-1-ylmethyl-pyrrolidin-1-yl)methanone

Product 1

HCID 115976604-[2-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 from (3-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-320154a6bef9415485f2f553b1634c7d
Source dataset
uspto-grants-2010_04
Patent number
US07696234B2

Reaction notes

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