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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2192298Generated: October 30, 2026

Water → 2-Chloro-N-(6-methyl-3-pyridinyl)acetamide

https://huagongshe.com/reaction/2192298

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantChloroacetyl chlorideHCID 6577—
ReactantTriethylamineHCID 8471—
Reactant5-Amino-2-methylpyridineHCID 243313—
SolventTetrahydrofuranHCID 8028—
Product2-Chloro-N-(6-methyl-3-pyridinyl)acetamideHCID 6702801141%

Reaction Conditions

Temperature-60 °C

Reaction Steps

A mixture of 6-methylpyridin-3-amine (1 g) and triethylamine (2.2 mL) in dry THF (20 mL) was stirred and cooled to −60° C. 2-Chloroacetyl chloride (1.567 g) was added via syringe to the stirred mixture forming a yellow suspension. The mixture was stirred at −60° C. until analysis showed complete disappearance of starting material. The reaction slurry was poured into water and the products extracted with ethyl acetate (2×150 ml). The combined organic extracts were dried over magnesium sulphate and concentrated to dryness. The crude brown solid was recrystallised from ether to afford the subtitled compound (700 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08329729B2
Source datasetuspto-grants-2012_12
ORD IDord-347f5e37863c4d1eb26ac1a9c9c7e9dd
Source noteuspto-grants-2012_12