Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 595692Generated: October 29, 2026

Water → HCID 90332514, compound

https://huagongshe.com/reaction/595692

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantMethyl iodideHCID 6328—
ReactantPotassium CarbonateHCID 11430—
ReactantN-(4-(benzyloxy)pyridin-3-yl)methanesulfonamideHCID 59233662—
SolventDimethylformamideHCID 6228—
ProductHCID 90332514HCID 9033251450%

Reaction Steps

To a suspension of N-(4-(benzyloxy)pyridin-3-yl)methanesulfonamide (30 g, 0.11 mol) and K2CO3 (14.9 g, 0.11 mol) in DMF (300 mL) was added dropwise CH3I (15.3 g, 0.11 mol) at 0° C. under N2, and then the mixture was stirred for 1 hour at this temperature. H2O was added to the mixture and extracted with dichloromethane. The combined organic layer was washed with H2O, brine, dried over Na2SO4, filtrated and concentrated in vacuo to give N-(4-(benzyloxy)pyridin-3-yl)-N-methylmethanesulfonamide (15 g, yield: 50%), which was used for the next step without further purification. 1H-NMR (CDCl3, 400 MHz) δ 8.46 (s, 1H), 8.41 (d, J=6.0 Hz, 1H), 7.37˜7.39 (m, 5H), 6.94 (d, J=6.0 Hz, 1H), 5.15 (s, 2H), 3.22 (s, 3H), 2.79 (s, 3H). MS (M+H)+: 293.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09243002B2
Source datasetuspto-grants-2016_01
ORD IDord-7e059e11d9274725a50364198d7df709
Source noteuspto-grants-2016_01