Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1487488Generated: October 30, 2026

Triethylamine → N-(7-Bromo-imidazo[1,2-a]pyridin-2-ylmethyl)-methane sulfonamide

https://huagongshe.com/reaction/1487488

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
ReactantMethanesulfonyl chlorideHCID 31297—
Reactant(7-Bromoimidazo[1,2-A]pyridin-2-YL)methanamineHCID 72209893—
SolventWaterHCID 962—
SolventDichloromethaneHCID 6344—
ProductN-(7-Bromo-imidazo[1,2-a]pyridin-2-ylmethyl)-methane sulfonamideHCID 8669544131.2%

Reaction Steps

To a stirred solution of C-(7-Bromo-imidazo[1,2-a]pyridin-2-yl)-methylamine (310 mg, 1.371 mmol) in CH2Cl2 (5 mL) is added triethyl amine (0.23 mL), 1.64 mmol) followed by methane sulfonyl chloride (0.112 mL, 1.371 mmol) at 0° C. then stirred at room temperature for 2 hours. The reaction mixture is diluted with water and extracted with CH2Cl2. Organic layer is dried over sodium sulphate, solvent is evaporated in vacuo and purified by column chromatography eluting in 2% methanol:CH2Cl2 to afford the title compound (130 mg). 1H-NMR (400 MHz, DMSO-d6) δ: 2.91 (s, 3H), 4.25 (d, J=6.08 Hz, 2H), 7.04-7.06 (dd, J1=1.88 Hz, J2=7.24 Hz, 1H), 7.58 (t, J=6.12 Hz, 1H), 7.81 (d, J=0.88 Hz, 1H), 7.89 (s, 1H), 8.51 (d, J=7.04 Hz, 1H). LC-MS (m/z): [M+H]=306.0.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09428528B2
Source datasetuspto-grants-2016_08
ORD IDord-71c2fd3d2ce54e41ac676f442cc34cd3
Source noteuspto-grants-2016_08