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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1851276Generated: October 26, 2026

Sodium Bicarbonate → HCID 178424648, compound

https://huagongshe.com/reaction/1851276

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium BicarbonateHCID 516892—
ReactantSodium triacetoxyborohydrideHCID 5049666—
Reactant2-(5-Azetidine-3-yl-[1,2,4]triazole-3-yl)-6-methylpyridineHCID 68753485—
Reactant4-(3-Methyl-6-phenylimidazo[1,2-a]pyrimidin-7-yl)benzaldehydeHCID 86703049—
SolventAcetic AcidHCID 176—
SolventTriethylamineHCID 8471—
SolventN-methyl-2-pyrrolidoneHCID 13387—
ProductHCID 178424648HCID 178424648—

Reaction Steps

168 mg 2-(5-Azetidine-3-yl-[1,2,4]triazole-3-yl)-6-methylpyridine×2HCl (intermediate example 44.1; 60% pure) are dissolved in 2.8 ml NMP. After addition of 0.1 ml triethylamine the reaction mixture is stirred for one hour. 100 mg (0.32 mmol) 4-(3-Methyl-6-phenylimidazo[1,2-a]pyrimidin-7-yl)benzaldehyde (intermediate example 12.0) and 0.03 mL acetic acid are added and the reaction mixture is stirred overnight at room temperature. 74.4 mg (0.35 mmol) NaBH(OAc)3, are added in portions and the reaction mixture is stirred at room temperature for 20 hours. The reaction mixture is treated with saturated NaHCO3 and the precipitate filtered off, washed with water and dried. After chromatography of the precipitate on silica gel (dichloromethane/methanol) 36.6 mg (21%) of the desired product are obtained.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08957064B2
Source datasetuspto-grants-2015_02
ORD IDord-d78cb106d4ef4218b35f2411feb3e1d1
Source noteuspto-grants-2015_02