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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 627489Generated: October 30, 2026

Triethylamine → N,N-Dimethyl-5-[(1-methyl-1H-imidazol-5-yl)carbonyl]pyridin-2-amine

https://huagongshe.com/reaction/627489

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
ReactantDimethylamine, hydrochlorideHCID 10473—
Reactant2-Chloro-5-[(1-methyl-1H-imidazol-5-yl)carbonyl]pyridineHCID 12016673—
SolventMethanolHCID 887—
ProductN,N-Dimethyl-5-[(1-methyl-1H-imidazol-5-yl)carbonyl]pyridin-2-amineHCID 86716071—

Reaction Conditions

Temperature75 °C

Reaction Steps

In a 50-mL round-bottom flask was placed a solution of 2-chloro-5-[(1-methyl-1H-imidazol-5-yl)carbonyl]pyridine (250 mg, 1.13 mmol, Intermediate 22, step c), dimethylamine hydrochloride (96 mg, 1.2 mmol), and Et3N (342 mg, 3.39 mmol) in methanol (15 mL). The resulting mixture was heated at 75° C. overnight and concentrated under vacuum. The residue was purified by flash column chromatography (silica gel column, 100:0-20:1 CH2Cl2/MeOH) to give the title compound as a light yellow solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09309222B2
Source datasetuspto-grants-2016_04
ORD IDord-e7ec708e8e7440d5af384e792da973a2
Source noteuspto-grants-2016_04