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-(3,4-dimethoxy-phenylmethyl)-2-oxo-pyrrolidine

HRID 2269882Notes

Reaction equation

HRID 2269882 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH:30]=[C:31]([O:35][CH3:36])[C:32]=1[O:33][CH3:34])[CH2:6][N:7]1[CH2:11][CH2:10][C:9]([CH2:18][C:19]2[CH:24]=[CH:23][C:22]([O:25][CH3:26])=[C:21]([O:27][CH3:28])[CH:20]=2)([CH2:12][CH2:13]S(C)(=O)=O)[C:8]1=[O:29].[F:37][C:38]1[CH:60]=[CH:59][C:41]([CH2:42][N:43]2[C:47]3[CH:48]=[CH:49][CH:50]=[CH:51][C:46]=3[N:45]=[C:44]2[C:52]2([OH:58])[CH2:57][CH2:56][NH:55][CH2:54][CH2:53]2)=[CH:40][CH:39]=1>>[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH:30]=[C:31]([O:35][CH3:36])[C:32]=1[O:33][CH3:34])[CH2:6][N:7]1[CH2:11][CH2:10][C:9]([CH2:12][CH2:13][N:55]2[CH2:56][CH2:57][C:52]([C:44]3[N:43]([CH2:42][C:41]4[CH:59]=[CH:60][C:38]([F:37])=[CH:39][CH:40]=4)[C:47]4[CH:48]=[CH:49][CH:50]=[CH:51][C:46]=4[N:45]=3)([OH:58])[CH2:53][CH2:54]2)([CH2:18][C:19]2[CH:24]=[CH:23][C:22]([O:25][CH3:26])=[C:21]([O:27][CH3:28])[CH:20]=2)[C:8]1=[O:29]

Participants

3

Reactant 2

HCID 155428854-(1-(4-fluorobenzyl)-1H-benzoimidazol-2-yl)-4-hydroxypiperidineHCID 183335531-(3,4,5-Trimethoxy-benzyl)-3-(3,4-dimethoxy-phenylmethyl)-3-(2-methanesulfonyl-ethyl)-2-oxo-pyrrolidine

Product 1

HCID 101471651-(3,4,5-Trimethoxy-benzyl)-3-[2-[4-[1-(4-fluoro-benzyl)-1H-benzoimidazol-2-yl]-4-hydroxy-piperidin-1-yl]-ethyl]-3-(3,4-dimethoxy-phenylmethyl)-2-oxo-pyrrolidine

Procedure

Prepare by the method of Example 6.6.2 using 1-(3,4,5-trimethoxy-benzyl)-3-(3,4-dimethoxy-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=0.58 (silica gel, 10% methanol/ethyl acetate).

Sources & evidence

ORD record
ord-11ad2bd9aa1f4655922dfa5b16682450
Source dataset
uspto-grants-2001_12
Patent number
US06329392B1

Reaction notes

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