4-(1-(4-fluorobenzyl)-1H-benzoimidazol-2-yl)-4-hydroxypiperidine → 1-(3,4,5-Trimethoxy-benzyl)-3-[2-[4-[1-(4-fluoro-benzyl)-1H-benzoimidazol-2-yl]-4-hydroxy-piperidin-1-yl]-ethyl]-3-(phenylmethyl)-2-oxo-pyrrolidine

HRID 2269880Notes

Reaction equation

HRID 2269880 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH:26]=[C:27]([O:31][CH3:32])[C:28]=1[O:29][CH3:30])[CH2:6][N:7]1[CH2:11][CH2:10][C:9]([CH2:18][C:19]2[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=2)([CH2:12][CH2:13]S(C)(=O)=O)[C:8]1=[O:25].[F:33][C:34]1[CH:56]=[CH:55][C:37]([CH2:38][N:39]2[C:43]3[CH:44]=[CH:45][CH:46]=[CH:47][C:42]=3[N:41]=[C:40]2[C:48]2([OH:54])[CH2:53][CH2:52][NH:51][CH2:50][CH2:49]2)=[CH:36][CH:35]=1>>[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH:26]=[C:27]([O:31][CH3:32])[C:28]=1[O:29][CH3:30])[CH2:6][N:7]1[CH2:11][CH2:10][C:9]([CH2:12][CH2:13][N:51]2[CH2:52][CH2:53][C:48]([C:40]3[N:39]([CH2:38][C:37]4[CH:55]=[CH:56][C:34]([F:33])=[CH:35][CH:36]=4)[C:43]4[CH:44]=[CH:45][CH:46]=[CH:47][C:42]=4[N:41]=3)([OH:54])[CH2:49][CH2:50]2)([CH2:18][C:19]2[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=2)[C:8]1=[O:25]

Participants

3

Reactant 2

HCID 155428854-(1-(4-fluorobenzyl)-1H-benzoimidazol-2-yl)-4-hydroxypiperidineHCID 183333721-(3,4,5-Trimethoxy-benzyl)-3-(phenylmethyl)-3-(2-methanesulfonyl-ethyl)-2-oxo-pyrrolidine

Product 1

HCID 102338231-(3,4,5-Trimethoxy-benzyl)-3-[2-[4-[1-(4-fluoro-benzyl)-1H-benzoimidazol-2-yl]-4-hydroxy-piperidin-1-yl]-ethyl]-3-(phenylmethyl)-2-oxo-pyrrolidine

Procedure

Prepare by the method of Example 6.6.2 using 1-(3,4,5-trimethoxy-benzyl)-3-(phenylmethyl)-3-(2-methanesulfonyl-ethyl)-2-oxo-pyrrolidine and 4-[1-(4-fluoro-benzyl)-1H-benzoimidazol-2-yl]-4-hydroxy-piperidine to give the title compound: Rf=0.42 (silica gel, 30% methanol/ethyl acetate)

Sources & evidence

ORD record
ord-0a09c29fffb94972bcef854e6b73df85
Source dataset
uspto-grants-2001_12
Patent number
US06329392B1

Reaction notes

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