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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1038508Generated: October 31, 2026

Methylamine → 6-Chloro-N-methylnicotinamide

https://huagongshe.com/reaction/1038508

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethylamineHCID 6329—
ReactantTetrahydrofuranHCID 8028—
ReactantTriethylamineHCID 8471—
Reactant2-Chloronicotinoyl chlorideHCID 2774541—
Product6-Chloro-N-methylnicotinamideHCID 1236423092%

Reaction Steps

2-Chloronicotinoyl chloride (5.65 g, 32.1 mol) was dissolved in tetrahydrofuran (64 mL), added triethylamine (5.59 mL, 40.1 mol), and a solution of methylamine in tetrahydrofuran (20.1 mL, 40.1 mol) sequentially under ice-cold conditions, and stirred at room temperature for 3.5 hours. The reaction solution was concentrated in vacuo, recrystallized (ethyl acetate/hexane). The title compound (5.06 g (yield 92%)) was obtained as a light brown crystal.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08551985B2
Source datasetuspto-grants-2013_10
ORD IDord-d57f719e892a4160ae3ac9fb6c4a8c4e
Source noteuspto-grants-2013_10