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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1947480Generated: November 2, 2026

Diisopropylethylamine → Methanesulfonic acid 2-[6-(thiazolo[4,5-b]pyridin-2-yloxy)-benzofuran-3-yl]-ethyl ester

https://huagongshe.com/reaction/1947480

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiisopropylethylamineHCID 81531—
ReactantMethanesulfonic anhydrideHCID 81560—
Reactant2-[6-(Thiazolo[4,5-b]pyridin-2-yloxy)-benzofuran-3-yl]-ethanolHCID 68770620—
Catalyst4-(Dimethylamino)pyridineHCID 14284—
SolventDichloromethaneHCID 6344—
ProductMethanesulfonic acid 2-[6-(thiazolo[4,5-b]pyridin-2-yloxy)-benzofuran-3-yl]-ethyl esterHCID 59577719102.5%

Reaction Steps

To a solution of 2-[6-(thiazolo[4,5-b]pyridin-2-yloxy)-benzofuran-3-yl]-ethanol (0.4 g, 1.3 mmol) in DCM (13 mL) was added 4-dimethylaminopyridine (16 mg, 0.13 mmol), DIEA (0.27 mL, 1.5 mmol) and Ms2O (0.27 g, 1.5 mmol) and the resulting solution was stirred (rt, 15 min). The reaction mixture was diluted with DCM (40 mL). The organic layer was washed with saturated NH4Cl (2×50 mL), brine (2×50 mL), dried, filtered and concentrated in vacuo to provide the title compound as a clear oil (0.52 g, 100%). MS (ESI): mass calcd. for C17H14N2O5S2, 390.4; m/z found, 391.1 [M+H]+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08399465B2
Source datasetuspto-grants-2013_03
ORD IDord-7ba8f6fcaef14c15b51069543f6a02c5
Source noteuspto-grants-2013_03