1-(3,4,5-Trimethoxy-benzoyl)-3-(3,4-dichloro-phenyl)-3-(2-methanesulfonyl-ethyl)-pyrrolidine → [3-{2-[4-(1H-Benzoimidazole-2-carbonyl)-piperidin-1-yl]-ethyl}-3-(3,4-dichloro-phenyl)-pyrrolidin-1-yl]-(3,4,5-trimethoxy-phenyl)-methanone

HRID 2269859Notes

Reaction equation

HRID 2269859 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH:27]=[C:28]([O:32][CH3:33])[C:29]=1[O:30][CH3:31])[C:6]([N:8]1[CH2:12][CH2:11][C:10]([C:19]2[CH:24]=[CH:23][C:22]([Cl:25])=[C:21]([Cl:26])[CH:20]=2)([CH2:13][CH2:14]S(C)(=O)=O)[CH2:9]1)=[O:7].I.[NH:35]1[C:39]2[CH:40]=[CH:41][CH:42]=[CH:43][C:38]=2[N:37]=[C:36]1[C:44]([CH:46]1[CH2:51][CH2:50][NH:49][CH2:48][CH2:47]1)=[O:45]>>[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH:27]=[C:28]([O:32][CH3:33])[C:29]=1[O:30][CH3:31])[C:6]([N:8]1[CH2:12][CH2:11][C:10]([CH2:13][CH2:14][N:49]2[CH2:50][CH2:51][CH:46]([C:44]([C:36]3[NH:35][C:39]4[CH:40]=[CH:41][CH:42]=[CH:43][C:38]=4[N:37]=3)=[O:45])[CH2:47][CH2:48]2)([C:19]2[CH:24]=[CH:23][C:22]([Cl:25])=[C:21]([Cl:26])[CH:20]=2)[CH2:9]1)=[O:7]

Participants

3

Reactant 2

HCID 155428861-(3,4,5-Trimethoxy-benzoyl)-3-(3,4-dichloro-phenyl)-3-(2-methanesulfonyl-ethyl)-pyrrolidineHCID 18333276HCID 18333276, compound

Product 1

HCID 15542679[3-{2-[4-(1H-Benzoimidazole-2-carbonyl)-piperidin-1-yl]-ethyl}-3-(3,4-dichloro-phenyl)-pyrrolidin-1-yl]-(3,4,5-trimethoxy-phenyl)-methanone

Procedure

Prepare by the method of Example 6.6.2 using 1-(3,4,5-trimethoxy-benzoyl)-3-(3,4-dichloro-phenyl)-3-(2-methanesulfonyl-ethyl)-pyrrolidine and 4-(1 H-benzoimidazole-2-carbonyl)-piperidine hydroiodide salt to give the title compound: Rf=0.35 (silica gel, 10% methanol/ethyl acetate containing 0.1% concentrated aqueous ammonia solution).

Sources & evidence

ORD record
ord-1e325a6927c146478aab867fa7bba9dc
Source dataset
uspto-grants-2001_12
Patent number
US06329392B1

Reaction notes

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