1-(5-Chloromethylthiophen-2-yl)-cyclopent-3-ene carboxylic acid ethyl ester → 2-butyl-5-chloro-3-[5-(1-ethoxycarbonylcyclopent-3-enyl)thiophen-2-ylmethyl]-3H-imidazole-4-carboxylic acid ethyl ester

HRID 481415Notes

Reaction equation

HRID 481415 reaction equation
[CH2:1]([O:3][C:4]([C:6]1([C:11]2[S:12][C:13]([CH2:16]Cl)=[CH:14][CH:15]=2)[CH2:10][CH:9]=[CH:8][CH2:7]1)=[O:5])[CH3:2].[CH2:18]([O:20][C:21]([C:23]1[NH:24][C:25]([CH2:29][CH2:30][CH2:31][CH3:32])=[N:26][C:27]=1[Cl:28])=[O:22])[CH3:19]>>[CH2:18]([O:20][C:21]([C:23]1[N:24]([CH2:16][C:13]2[S:12][C:11]([C:6]3([C:4]([O:3][CH2:1][CH3:2])=[O:5])[CH2:7][CH:8]=[CH:9][CH2:10]3)=[CH:15][CH:14]=2)[C:25]([CH2:29][CH2:30][CH2:31][CH3:32])=[N:26][C:27]=1[Cl:28])=[O:22])[CH3:19]

Participants

3

Reactant 2

HCID 545331371-(5-Chloromethylthiophen-2-yl)-cyclopent-3-ene carboxylic acid ethyl esterHCID 178441690HCID 178441690, compound

Product 1

HCID 700851902-butyl-5-chloro-3-[5-(1-ethoxycarbonylcyclopent-3-enyl)thiophen-2-ylmethyl]-3H-imidazole-4-carboxylic acid ethyl ester

Procedure

Alkylation was carried out on 1-(5-chloromethylthiophen-2-yl)cyclopent-3-ene carboxylic acid ethyl ester (5) as described in Example 1, Step 5, using 2-butyl-5-chloro-3H-imidazole-4-carboxylic acid ethyl ester (69) to yield the title compound (71).

Sources & evidence

ORD record
ord-95653f53fe8b4cabb19bdf4e1fcf8497
Source dataset
uspto-grants-1998_08
Patent number
US05789415

Reaction notes

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