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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1604356Generated: October 31, 2026

Triethylamine hydrochloride → HCID 178463664, compound

https://huagongshe.com/reaction/1604356

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 numberUS05994353
Source datasetuspto-grants-1999_11
ORD IDord-24da8a206e764024b2ac12cd86715cbb
Source noteuspto-grants-1999_11