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

HRID 2269885Notes

Reaction equation

HRID 2269885 reaction equation
[CH2:1]([N:8]1[CH2:12][CH2:11][C:10]([CH2:19][C:20]2[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=2)([CH2:13][CH2:14]S(C)(=O)=O)[C:9]1=[O:26])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[F:27][C:28]1[CH:50]=[CH:49][C:31]([CH2:32][N:33]2[C:37]3[CH:38]=[CH:39][CH:40]=[CH:41][C:36]=3[N:35]=[C:34]2[C:42]2([OH:48])[CH2:47][CH2:46][NH:45][CH2:44][CH2:43]2)=[CH:30][CH:29]=1>>[CH2:1]([N:8]1[CH2:12][CH2:11][C:10]([CH2:13][CH2:14][N:45]2[CH2:46][CH2:47][C:42]([C:34]3[N:33]([CH2:32][C:31]4[CH:49]=[CH:50][C:28]([F:27])=[CH:29][CH:30]=4)[C:37]4[CH:38]=[CH:39][CH:40]=[CH:41][C:36]=4[N:35]=3)([OH:48])[CH2:43][CH2:44]2)([CH2:19][C:20]2[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=2)[C:9]1=[O:26])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

3

Reactant 2

HCID 155428854-(1-(4-fluorobenzyl)-1H-benzoimidazol-2-yl)-4-hydroxypiperidineHCID 183332891-Benzyl-3-(phenylmethyl)-3-(2-methanesulfonyl-ethyl)-2-oxo-pyrrolidine

Product 1

HCID 102327251-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-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=0.31 (silica gel, 30% methanol/ethyl acetate).

Sources & evidence

ORD record
ord-3925f68defd24686be76621421779720
Source dataset
uspto-grants-2001_12
Patent number
US06329392B1

Reaction notes

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