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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1190009Generated: October 25, 2026

Methanol → HCID 178499270, compound

https://huagongshe.com/reaction/1190009

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanolHCID 887—
ReactantPyridineHCID 1049—
Reactant5-Cyclohex-1-enyl-3-[(3-oxo-octahydro-indolizin-7-yl)-amino]-thiophene-2-carboxylic acid methyl esterHCID 57795496—
ReactantHCID 178461265HCID 178461265—
SolventTolueneHCID 1140—
SolventDichloromethaneHCID 6344—
ProductHCID 178499270HCID 17849927064%

Reaction Steps

trans-4-Methylcyclohexyl carboxylic acid chloride was added to a solution of 5-cyclohex-1-enyl-3-[(3-oxo-octahydro-indolizin-7-yl)-amino]-thiophene-2-carboxylic acid methyl ester (698 mg, 1.86 mmol) and pyridine (166 4, 2.05 mmol) in dry toluene (8 mL). The mixture was refluxed for 16 h, then it was brought to room temperature, additional amount of pyridine (0.2 mL) and MeOH (1 mL) were added. The mixture was diluted with dichloromethane, washed with brine; organic phase was dried over Na2SO4, concentrated and purified by column chromatography on silica gel using gradient 0-100% EtOAc in hexane to afford 592 mg (64%) of 5-cyclohex-1-enyl-3-[(trans-4-methyl-cyclohexanecarbonyl)-(3-oxo-octahydro-indolizin-7-yl)-amino]-thiophene-2-carboxylic acid methyl ester.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08674118B2
Source datasetuspto-grants-2014_03
ORD IDord-1f6fe34d1f644118bdc47f34b6af581d
Source noteuspto-grants-2014_03