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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1851296Generated: October 31, 2026

Sodium Bicarbonate → HCID 178424641, compound

https://huagongshe.com/reaction/1851296

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 178424635HCID 178424635—
SolventAcetic AcidHCID 176—
SolventTriethylamineHCID 8471—
SolventN-methyl-2-pyrrolidoneHCID 13387—
ProductHCID 178424641HCID 178424641—

Reaction Steps

180 mg (0.57 mmol) 2-Methyl-6-(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) 99.7 mg (28.7%) of the desired product are obtained.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08957064B2
Source datasetuspto-grants-2015_02
ORD IDord-0408e169567746ce9af96b130f5d96bd
Source noteuspto-grants-2015_02