3-Methyl-2-thenoyl Chloride → 1-[[(3-Methyl-2-thienyl)carbonyl]amino]cyclohexanecarboxylic acid methyl ester

HRID 1627444Notes

Reaction equation

HRID 1627444 reaction equation
Cl.[CH3:2][O:3][C:4]([C:6]1([NH2:12])[CH2:11][CH2:10][CH2:9][CH2:8][CH2:7]1)=[O:5].[CH3:13][C:14]1[CH:18]=[CH:17][S:16][C:15]=1[C:19](Cl)=[O:20]>>[CH3:2][O:3][C:4]([C:6]1([NH:12][C:19]([C:15]2[S:16][CH:17]=[CH:18][C:14]=2[CH3:13])=[O:20])[CH2:7][CH2:8][CH2:9][CH2:10][CH2:11]1)=[O:5]

Participants

3

Reactant 2

HCID 27376053-Methyl-2-thenoyl ChlorideHCID 22645079Methyl 1-aminocyclohexane-1-carboxylate hydrochloride

Product 1

HCID 324685211-[[(3-Methyl-2-thienyl)carbonyl]amino]cyclohexanecarboxylic acid methyl esterYield 47%

Procedure

581 mg (3 mmol) of 1-aminocyclohexanecarboxylic acid methyl ester hydrochloride was used instead of 1-aminocyclohexanecarboxylic acid phenylmethyl ester and 482 mg (3 mmol) of 3-methyl-2-thiophenecarbonyl chloride was used instead of phenylacetyl chloride in the process according to Reference Example 1 to obtain 394 mg (47%) of the title compound.

Sources & evidence

ORD record
ord-e87aa453c65e4e11b9525c2e04451a52
Source dataset
uspto-grants-2014_07
Patent number
US08785631B2

Reaction notes

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