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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1851277Generated: October 31, 2026

Sodium Bicarbonate → HCID 178432367, compound

https://huagongshe.com/reaction/1851277

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium BicarbonateHCID 516892—
ReactantSodium triacetoxyborohydrideHCID 5049666—
Reactant2-(5-Azetidine-3-yl-[1,2,4]triazole-3-yl)-pyridineHCID 68752284—
Reactant4-(3-Bromo-2-methyl-6-phenylimidazo[1,2-a]pyrimidin-7-yl)benzaldehydeHCID 86703035—
SolventAcetic AcidHCID 176—
SolventTriethylamineHCID 8471—
SolventN-methyl-2-pyrrolidoneHCID 13387—
ProductHCID 178432367HCID 178432367—

Reaction Steps

147.6 mg 2-(5-Azetidine-3-yl-[1,2,4]triazole-3-yl)-pyridine×2HCl (intermediate example 44.0) are dissolved in 4.3 ml NMP. After addition of 0.16 ml triethylamine the reaction mixture is stirred for one hour. 192 mg (0.49 mmol) 4-(3-Bromo-2-methyl-6-phenylimidazo[1,2-a]pyrimidin-7-yl)benzaldehyde and 0.05 mL acetic acid are added and the reaction mixture is stirred for 23 hours at room temperature. 114.1 mg (0.54 mmol) NaBH(OAc)3, are added in portions and the reaction mixture is stirred at room temperature for three days. The reaction mixture is treated with 30 mL saturated NaHCO3 and stirred for 45 minutes. The precipitate is filtered off, washed with water and dried. After chromatography of the precipitate on silica gel (dichloromethane/methanol) 3.5 mg (1.2%) of the desired product are obtained.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08957064B2
Source datasetuspto-grants-2015_02
ORD IDord-5c4a507dbfbb4a66a5732d05e3c08d07
Source noteuspto-grants-2015_02