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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1851295Generated: October 31, 2026

Sodium Bicarbonate → HCID 178432375, compound

https://huagongshe.com/reaction/1851295

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium BicarbonateHCID 516892—
ReactantSodium triacetoxyborohydrideHCID 5049666—
Reactant4-[6-(2,4-Difluorophenyl)-2-methyl-[1,2,4]triazolo[1,5-a]pyrimidin-5-yl]-benzaldehydeHCID 86703051—
ReactantHCID 178478250HCID 178478250—
SolventAcetic AcidHCID 176—
SolventTriethylamineHCID 8471—
SolventN-methyl-2-pyrrolidoneHCID 13387—
ProductHCID 178432375HCID 178432375—

Reaction Steps

192 mg (0.57 mmol) 4-Chloro-2-(5-piperidine-4-yl-2H-[1,2,4]triazole-3-yl)-pyridine×2HCl are dissolved in 4.8 mL NMP. After addition of 0.19 mL triethylamine the reaction mixture is stirred for one hour. 200 mg (0.57 mmol) 4-[6-(2,4-Difluorophenyl)-2-methyl-[1,2,4]triazolo[1,5-a]pyrimidin-5-yl]-benzaldehyde and 0.06 mL acetic acid are added. The reaction mixture is stirred over night at room temperature. 133 mg (0.63 mmol) NaBH(OAc)3, are added in portions and the reaction mixture is stirred at room temperature for 5 hours. The reaction mixture is treated with saturated NaHCO3. The precipitate is filtered off, washed with water and dried. After chromatography of the precipitate on silica gel (dichloromethane/methanol) 99.1 mg (27.6%) of the desired product are obtained.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08957064B2
Source datasetuspto-grants-2015_02
ORD IDord-cfaad6cb63014a1b8ddfda59dd95a70b
Source noteuspto-grants-2015_02