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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 840289Generated: October 30, 2026

Triethylamine hydrochloride → HCID 178463664, compound

https://huagongshe.com/reaction/840289

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamine hydrochlorideHCID 11130—
ReactantSodium AzideHCID 33557—
ReactantHCID 22622499HCID 22622499—
SolventDimethylacetamideHCID 31374—
ProductHCID 178463664HCID 17846366474%

Reaction Conditions

Temperature102.5 °C

Reaction Steps

6-[N-(5-Bromo-2-(cyclopropylmethoxy)benzyl)-N-ethylamino]-3-cyanopyridazine (reference example 14) (1.63 g) was dissolved in dimethylacetamide (DMA) (17 mls) under argon. Triethylamine hydrochloride (0.87 g, 6.3 mmol) and sodium azide (0.82 g, 12.6 mmol) were added and the mixture heated at 95-110° C. for 3 hours. It was then cooled and partitioned between saturated aqueous ammonium chloride and ethyl acetate. The organic layer was washed with 10% 2N HCl saturated aqueous ammonium chloride (×2) and brine (×2), dried over Na2SO4, filtered and evaporated. The residue was recrystallised from acetonitrile to give the title product (1.34 g, 74.0%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06365603B1
Source datasetuspto-grants-2002_04
ORD IDord-6ef1411222f24c9fab5cbbd941498f6b
Source noteuspto-grants-2002_04