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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1442548Generated: November 1, 2026

Water → methyl 6-cyclohexyl-5-[2-(2-methanesulfonyloxyethoxy)-3-nitrophenyl]-4H-thieno[3,2-b]pyrrole-2-carboxylate

https://huagongshe.com/reaction/1442548

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantTriethylamineHCID 8471—
ReactantMethanesulfonyl chlorideHCID 31297—
Reactantmethyl 6-cyclohexyl-5-[2-(2-hydroxyethyloxy)-3-nitrophenyl]-4H-thieno[3,2-b]pyrrole-2-carboxylateHCID 58679111—
SolventChloroformHCID 6212—
Productmethyl 6-cyclohexyl-5-[2-(2-methanesulfonyloxyethoxy)-3-nitrophenyl]-4H-thieno[3,2-b]pyrrole-2-carboxylateHCID 58679107—

Reaction Steps

To a solution of methyl 6-cyclohexyl-5-[2-(2-hydroxyethyloxy)-3-nitrophenyl]-4H-thieno[3,2-b]pyrrole-2-carboxylate (628 mg, 1.41 mmol) in chloroform (10 ml) were added triethylamine (0.230 ml, 1.65 mmol) and methanesulfonyl chloride (0.120 ml, 1.55 mmol) in this order under ice-cooling, and the mixture was stirred at room temperature for 1 hr. Water was added to the reaction mixture, and the mixture was extracted with chloroform. The organic layer was washed with 1N hydrochloric acid, saturated aqueous sodium hydrogen carbonate solution and saturated brine in this order, and dried over anhydrous sodium sulfate. After filtration, the solvent was evaporated under reduced pressure. The obtained methyl 6-cyclohexyl-5-[2-(2-methanesulfonyloxyethoxy)-3-nitrophenyl]-4H-thieno[3,2-b]pyrrole-2-carboxylate was used for Step 5 without further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07659263B2
Source datasetuspto-grants-2010_02
ORD IDord-500d355e2c1e4e94971cb8f6d470635b
Source noteuspto-grants-2010_02