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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 575641Generated: October 29, 2026

Methanesulfonamide → US10023592, Example 153

https://huagongshe.com/reaction/575641

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanesulfonamideHCID 72879—
Reactant1,3-Dimethyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1,2-dihydropyridin-2-oneHCID 71270309—
Reactant4-Chloro-5-(cyclopropylmethoxy)-2-methylsulfonylpyrimidineHCID 118022445—
ProductUS10023592, Example 153HCID 118022186—

Reaction Steps

The title compound of Example 152, step 4 was reacted with 1,3-dimethyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridin-2-one in a manner similar to Example 152, step 5 and the resulting product was treated with MeSO2NH2 in a manner similar to Example 152, step 6 to give the title compound. 1H NMR (DMSO-d6, 400 MHz) δ 10.97 (s, 1H), 8.67 (s, 1H), 8.42 (s, 1H), 8.14 (s, 1H), 4.03 (d, J=6.4 Hz, 2H), 3.54 (s, 3H), 3.35 (s, 3H), 2.08 (s, 3H), 1.33-1.31 (m, 1H), 0.63-0.61 (m, 2H), 0.38-0.37 (m, 2H). LCMS: 365.0 (M+1)+

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09034900B2
Source datasetuspto-grants-2015_05
ORD IDord-d1a7f3e89fbd4ad78be1dfadea2dd888
Source noteuspto-grants-2015_05