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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2388726Generated: November 3, 2026

Triethylamine → tert-Butyl 2-((methylsulfonyloxy)methyl)-6,7-dihydrothieno[3,2-c]pyridine-5(4H)-carboxylate

https://huagongshe.com/reaction/2388726

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
ReactantMethanesulfonyl chlorideHCID 31297—
Reactant1,1-Dimethylethyl 6,7-dihydro-2-(hydroxymethyl)thieno[3,2-c]pyridine-5(4H)-carboxylateHCID 11845606—
SolventDichloromethaneHCID 6344—
Producttert-Butyl 2-((methylsulfonyloxy)methyl)-6,7-dihydrothieno[3,2-c]pyridine-5(4H)-carboxylateHCID 86635666—

Reaction Conditions

Temperature0 °C

Reaction Steps

Triethylamine (21.2 mmol) and methanesulfonyl chloride (7.95 mmol) were added to a 0° C. cold solution of tert-butyl 2-(hydroxymethyl)-6,7-dihydrothieno[3,2-c]pyridine-5(4H)-carboxylate (5.3 mmol) in methylene chloride (22 ml). The reaction mixture obtained was stirred at 0° C. for 2 hours. The course of the reaction was monitored by thin layer chromatography. The reaction mixture was then diluted with methylene chloride and washed successively with water and saturated sodium chloride solution. After the organic phase had been dried over sodium sulfate, the solvent was removed under reduced pressure. The crude product obtained was employed in the next stage without further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08268814B2
Source datasetuspto-grants-2012_09
ORD IDord-93686e76529c4f5897f4ca2469d1ce37
Source noteuspto-grants-2012_09