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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2063323Generated: November 1, 2026

Water → N-(4-t-Butoxycarbonylaminothiophen-3-yl)-5-methanesulfonyloxymethylpyridine-2-carboxylic acid amide

https://huagongshe.com/reaction/2063323

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantTriethylamineHCID 8471—
ReactantMethanesulfonyl chlorideHCID 31297—
ReactantHCID 67049798HCID 67049798—
SolventDichloromethaneHCID 6344—
SolventEthyl AcetateHCID 8857—
ProductN-(4-t-Butoxycarbonylaminothiophen-3-yl)-5-methanesulfonyloxymethylpyridine-2-carboxylic acid amideHCID 8665225091%

Reaction Steps

Under ice cooling, methanesulfonyl chloride (71 μL, 0.92 mmol) was added to a solution of N-(4-t-butoxycarbonylaminothiophen-3-yl)-5-hydroxymethylpyridine-2-carboxylic acid amide (Reference Compound No. 3-1, 0.32 g, 0.93 mmol) and triethylamine (0.32 mL, 2.3 mmol) in anhydrous dichloromethane (20 mL), and then the reaction mixture was stirred for 2 hour. Water (0.15 L) and ethyl acetate (0.15 L) were added thereto and the whole was partitioned. The organic layer was washed with brine (0.15 L), dried over anhydrous sodium sulfate, and then the solvent was evaporated under reduced pressure to give 0.36 g of the title reference compound as a yellow solid. (Yield 91%)

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08288380B2
Source datasetuspto-grants-2012_10
ORD IDord-bc62ee5d7f014d85b9bd0a38d30238a0
Source noteuspto-grants-2012_10