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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1851303Generated: November 3, 2026

Triethylamine → HCID 178429805, compound

https://huagongshe.com/reaction/1851303

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
ReactantSodium BicarbonateHCID 516892—
ReactantSodium triacetoxyborohydrideHCID 5049666—
Reactant2-(5-Azetidine-3-yl-[1,2,4]triazole-3-yl)-pyridineHCID 68752284—
Reactant4-(2-Methyl-6-phenyl-imidazo[1,2-a]pyrimidin-7-yl)benzaldehydeHCID 86703034—
SolventAcetic AcidHCID 176—
SolventN-methyl-2-pyrrolidoneHCID 13387—
ProductHCID 178429805HCID 17842980526.5%

Reaction Steps

418.6 mg (1.53 mmol) 2-(5-Azetidine-3-yl-[1,2,4]triazole-3-yl)-pyridine×2HCl are dissolved in 12 mL NMP. After addition of 0.43 mL (3.05 mmol) triethylamine the reaction mixture is stirred for one hour. 435 mg (1.38 mmol) 4-(2-Methyl-6-phenyl-imidazo[1,2-a]pyrimidin-7-yl)-benzaldehyde and 0.19 mL acetic acid are added. The reaction mixture is stirred over night at room temperature. 706.1 mg (3.33 mmol) NaBH(OAc)3, are added in portions and the reaction mixture is stirred at room temperature over the weekend. The reaction mixture is treated with saturated NaHCO3 and stirred for two hours. The precipitate is filtered off, washed with water, dried and purified by chromatography (silicagel, eluents: dichloromethane/methanol) yielding 182.1 mg (24%) of the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08957064B2
Source datasetuspto-grants-2015_02
ORD IDord-4f3ef1ef30d7435f928e25fb314ac0d5
Source noteuspto-grants-2015_02