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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 570881Generated: November 5, 2026

Triethylamine → 2-Benzyl-5-(4-cyanophenyl)-7-methyl-3-oxo-8-(3-trifluoromethyl-phenyl)-2,3,5,8-tetrahydro-[1,2,4]triazolo[4,3-a]pyrimidine-6-carboxylic acid methyl ester

https://huagongshe.com/reaction/570881

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
Reactant3-(Trifluoromethyl)phenylboronic acidHCID 2734388—
Reactant2-Benzyl-5-(4-cyanophenyl)-7-methyl-3-oxo-2,3,5,8-tetrahydro-[1,2,4]triazolo[4,3-a]pyrimidine-6-carboxylic acid methyl esterHCID 136359511—
CatalystCupric acetateHCID 8895—
SolventDichloromethaneHCID 6344—
Product2-Benzyl-5-(4-cyanophenyl)-7-methyl-3-oxo-8-(3-trifluoromethyl-phenyl)-2,3,5,8-tetrahydro-[1,2,4]triazolo[4,3-a]pyrimidine-6-carboxylic acid methyl esterHCID 7129344315.3%

Reaction Steps

Intermediate 6 (100 mg, 0.24 mmol), 3-trifluoromethylphenylboronic acid (95 mg, 0.5 mmol), Et3N (250 μl, 1.8 mmol), and copper (II) acetate (50 mg, 0.4 mmol) were dissolved in DCM (10 mL), and stirring at RT was continued for 48 hours. The reaction mixture was filtered to remove the solid and the filtrate was concentrated in vacuo. The resulting residue was purified by silica gel chromatography eluting with a gradient of 0-15% MeOH in DCM. Appropriate fractions were combined and concentrated in vacuo and the resulting residue further purified using preparative HPLC system 2 to yield the title compound as a white solid (20 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09023855B2
Source datasetuspto-grants-2015_05
ORD IDord-3bc540bd17b6483a92780ccb3106a746
Source noteuspto-grants-2015_05