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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1851278Generated: November 1, 2026

Sodium Bicarbonate → HCID 178498893, compound

https://huagongshe.com/reaction/1851278

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium BicarbonateHCID 516892—
ReactantSodium triacetoxyborohydrideHCID 5049666—
Reactant2-(5-Azetidine-3-yl-[1,2,4]triazole-3-yl)-6-methylpyridineHCID 68753485—
Reactant6-(2,6-Difluorophenyl)-5-(4-formylphenyl)-pyrazolo[1,5-a]pyrimidine-3-carboxylic acid methyl esterHCID 86703046—
SolventAcetic AcidHCID 176—
SolventTriethylamineHCID 8471—
SolventN-methyl-2-pyrrolidoneHCID 13387—
ProductHCID 178498893HCID 178498893—

Reaction Steps

394.5 mg 2-(5-Azetidine-3-yl-[1,2,4]triazole-3-yl)-6-methylpyridine×2HCl (60% pure) are dissolved in 7 mL NMP. After addition of 0.3 mL triethylamine the reaction mixture is stirred for one hour. 350 mg (0.89 mmol) 6-(2,6-Difluorophenyl)-5-(4-formylphenyl)-pyrazolo[1,5-a]pyrimidine-3-carboxylic acid methyl ester and 0.09 mL acetic acid are added. The reaction mixture is stirred overnight at room temperature. 207.4 mg (0.98 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) 191.9 mg (34.6%) of the desired product are obtained.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08957064B2
Source datasetuspto-grants-2015_02
ORD IDord-6d9a03de2d254a198a5a223e931b100a
Source noteuspto-grants-2015_02