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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1851293Generated: November 1, 2026

Triethylamine → HCID 178498895, compound

https://huagongshe.com/reaction/1851293

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
ReactantSodium triacetoxyborohydrideHCID 5049666—
Reactant6-(2,6-Difluorophenyl)-5-(4-formylphenyl)-pyrazolo[1,5-a]pyrimidine-3-carboxylic acid methyl esterHCID 86703046—
ReactantHCID 178424635HCID 178424635—
SolventAcetic AcidHCID 176—
SolventN-methyl-2-pyrrolidoneHCID 13387—
ProductHCID 178498895HCID 178498895—

Reaction Steps

402 mg (1.27 mmol) 2-Methyl-6-(5-piperidine-4-yl-2H-[1,2,4]triazole-3-yl)-pyridine×2HCl are dissolved in 10 mL NMP. After addition of 0.43 mL triethylamine the reaction mixture is stirred for one hour. 500 mg (1.27 mmol) 6-(2,6-Difluorophenyl)-5-(4-formylphenyl)-pyrazolo[1,5-a]pyrimidine-3-carboxylic acid methyl ester and 0.13 mL acetic acid are added. The reaction mixture is stirred over night at room temperature. 296.3 mg (1.40 mmol) NaBH(OAc)3, are added in portions and the reaction mixture is stirred at room temperature for 5 hours. After treatment of the reaction mixture with saturated NaHCO3 the precipitate is filtered off, washed with water and dried. After chromatography of the precipitate on silica gel (dichloromethane/methanol) 368.6 mg (44.4%) of the desired product are obtained.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08957064B2
Source datasetuspto-grants-2015_02
ORD IDord-36c614f02c764db5ae8ffa5087e6ff1e
Source noteuspto-grants-2015_02