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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2042371Generated: October 31, 2026

Methanesulfonyl chloride → N-(2-Methoxy-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridin-3-yl)methanesulfonamide

https://huagongshe.com/reaction/2042371

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanesulfonyl chlorideHCID 31297—
Reactant2-Methoxy-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridin-3-amineHCID 59557920—
SolventPyridineHCID 1049—
ProductN-(2-Methoxy-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridin-3-yl)methanesulfonamideHCID 5956469870.1%

Reaction Conditions

Temperature20 °C

Reaction Steps

To a solution of 2-(methyloxy)-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-3-pyridinamine (0.5 g, 1.999 mmol) in pyridine (5 ml) was added methanesulphonyl chloride (0.309 ml, 4.00 mmol) and the mixture stirred at 20° C. for 18 hr then the solvent was removed in vacuo. The residue was partitioned between saturated sodium bicarbonate solution (10 ml) and dichloromethane (20 ml), separated by hydrophobic frit and purified by silica gel chromatography, eluting with a gradient of dichloromethane and methanol to give the title compound as a brown solid (0.46 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08586583B2
Source datasetuspto-grants-2013_11
ORD IDord-2132745054204d0ca9ae7b86c16f4de9
Source noteuspto-grants-2013_11