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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2201007Generated: October 29, 2026

Pyridine → HCID 58032584, compound

https://huagongshe.com/reaction/2201007

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPyridineHCID 1049—
ReactantTriethylamineHCID 8471—
Reactant3-(Trifluoromethyl)phenylboronic acidHCID 2734388—
ReactantHCID 3154565HCID 3154565—
CatalystCupric acetateHCID 8895—
SolventDichloromethaneHCID 6344—
ProductHCID 58032584HCID 58032584—

Reaction Steps

(rac)-Ethyl 7-(4-cyanophenyl)-5-methyl-4,7-dihydro[1,2,4]triazolo[1,5-a]pyrimidine-6-carboxylate (20 mg, 64 μmol), 3-(trifluoromethyl)phenylboronic acid (25 mg, 0.13 mmol, 2 eq.), anhydrous copper(II) acetate (23 mg, 0.13 mmol, 2 eq.) and molecular sieve (100 mg, 4 Å) were initially charged. Under an atmosphere of argon protective gas, abs. dichloromethane (2 ml), pyridine (10 μl, 0.13 mmol, 2 eq.) and triethylamine (18 μl, 0.13 mmol, 2 eq.) were added. After 24 h of stirring, the mixture was filtered through kieselguhr and the filtrate was concentrated under reduced pressure. The residue was purified by preparative HPLC (Gromsil C18 column, 30×250 mm; mobile phase: acetonitrile-water-0.05% TFA). After lyophilization, the product was obtained as a solid (10.5 mg, 36% of theory).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09359362B2
Source datasetuspto-grants-2016_06
ORD IDord-63d616b7cc544574853eca4c49aa24f5
Source noteuspto-grants-2016_06