Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1391899Generated: November 2, 2026

Triethylamine → 4-Chloro-6-(trifluoromethyl)quinazoline

https://huagongshe.com/reaction/1391899

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
ReactantPhosphorus oxychlorideHCID 24813—
ReactantHCID 178517998HCID 178517998—
SolventDichloromethaneHCID 6344—
Product4-Chloro-6-(trifluoromethyl)quinazolineHCID 2107509554.2%

Reaction Steps

6-Trifluoromethyl-quinazolin-4-ol (0.95 g, 4.44 mmol, 1 eq.), phosphorous oxychloride (2.48 mL, 26.6 mmol, 6 eq.) and triethylamine (3.71 mL, 26.6 mmol, 6 eq.) were refluxed for 2.5 hours. Stripped 3× from methylene chloride then dissolved in methylene chloride and rinsed 3× with saturated NaHCO3, 1× with brine. Dried and stripped in vacuo to give and amber oil. Purified over silica gel in 9:1 Hexanes/EtOAc. Obtained 560 mg of off-white solids as product. The product was used immediately in Ex 111 part C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07338947B2
Source datasetuspto-grants-2008_03
ORD IDord-61a6921f952342c88d4555410d3b35aa
Source noteuspto-grants-2008_03