Benzofuran-2-carboxylic acid → 1-[(2-Benzofuranylcarbonyl)amino]cyclohexanecarboxylic acid ethyl ester

HRID 1851799

Reaction equation

HRID 1851799 reaction equation
Cl.[CH2:2]([O:4][C:5]([C:7]1([NH2:13])[CH2:12][CH2:11][CH2:10][CH2:9][CH2:8]1)=[O:6])[CH3:3].[O:14]1[C:18]2[CH:19]=[CH:20][CH:21]=[CH:22][C:17]=2[CH:16]=[C:15]1[C:23](O)=[O:24]>>[CH2:2]([O:4][C:5]([C:7]1([NH:13][C:23]([C:15]2[O:14][C:18]3[CH:19]=[CH:20][CH:21]=[CH:22][C:17]=3[CH:16]=2)=[O:24])[CH2:12][CH2:11][CH2:10][CH2:9][CH2:8]1)=[O:6])[CH3:3]

Participants

3

Reactant 2

HCID 10331Benzofuran-2-carboxylic acidHCID 11241228Ethyl 1-aminocyclohexane-1-carboxylate hydrochloride

Product 1

HCID 576729021-[(2-Benzofuranylcarbonyl)amino]cyclohexanecarboxylic acid ethyl esterYield 80.3%

Procedure

3.11 g (15 mmol) of 1-aminocyclohexanecarboxylic acid ethyl ester hydrochloride was used instead of 1-aminocyclohexanecarboxylic acid methyl ester hydrochloride and 2.43 g (15 mmol) of benzofuran-2-carboxylic acid was used instead of 3-furancarboxylic acid in the process according to Reference example 15 to obtain 3.80 g (80%) of the title compound.

Sources & evidence

ORD record
ord-d20f676cc6f04fca868a5a266d65dccb
Source dataset
uspto-grants-2015_02
Patent number
US08957205B2

Linked notes

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