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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 615328Generated: October 30, 2026

5-(Aminomethyl)-2-chloropyridine → 1-[2-(6-Chloro-3-pyridinyl)-5-methyl-1H-imidazol-4-yl]ethanone

https://huagongshe.com/reaction/615328

Reaction equation

Participants

RoleNameHCIDCharge
Reactant5-(Aminomethyl)-2-chloropyridineHCID 7020927—
ReactantHCID 178468373HCID 178468373—
SolventAcetonitrileHCID 6342—
Product1-[2-(6-Chloro-3-pyridinyl)-5-methyl-1H-imidazol-4-yl]ethanoneHCID 1338794031.5%

Reaction Conditions

Temperature-10 °C

Reaction Steps

A mixture of 4.5 g (0.035 mole) of 2,3,4-pentanetrione 3-oxime and 5.3 g (0.037 mole) of 6-chloro-3-pyridylmethylamine in 100 ml of acetonitrile was stirred at the reflux temperature for 18 hours. The reacted mixture was cooled at -10° C. with formation of a precipitate. The precipitate was washed, dried and recrystallized as for Example 24 to give 2.6 g of the desired product as a pale yellow solid, mp 239°-240° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04499097
Source datasetuspto-grants-1985_02
ORD IDord-64e92dd11e624b9c80162ac9dd020b1c
Source noteuspto-grants-1985_02