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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 890427Generated: October 30, 2026

Carbon Dioxide → [4-Cyclopropyl-2-(4-trifluoromethyl-phenyl)-pyrimidin-5-yl]-methanol

https://huagongshe.com/reaction/890427

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCarbon DioxideHCID 280—
ReactantDiisobutylaluminum hydrideHCID 14487—
Reactant4-Cyclopropyl-2-(4-trifluoromethyl-phenyl)-pyrimidine-5-carboxylic acid ethyl esterHCID 67072128—
SolventTolueneHCID 1140—
SolventDiethyl EtherHCID 3283—
SolventTetrahydrofuranHCID 8028—
Product[4-Cyclopropyl-2-(4-trifluoromethyl-phenyl)-pyrimidin-5-yl]-methanolHCID 21935648100%

Reaction Conditions

Temperature-50 °C

Reaction Steps

Within 10 min 31.6 ml (37.9 mmol) of a 1.2 M DIBALH solution in toluene were added dropwise to a dry ice cooled (−50° C.) solution of 4.25 g (12.64 mmol) 4-cyclopropyl-2-(4-trifluoromethyl-phenyl)-pyrimidine-5-carboxylic acid ethyl ester in 50 ml of THF. The reaction mixture was stirred 30 min at −50° C. and after letting rise the temperature to RT, for 1 h at RT. The reaction mixture was taken up in ether and washed with 1N HCl and water. The solvent was removed under reduced pressure to give 3.72 g of pure [4-cyclopropyl-2-(4-trifluoromethyl-phenyl)-pyrimidin-5-yl]-methanol.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06995263B2
Source datasetuspto-grants-2006_02
ORD IDord-507331c87d5e41459e6ee1b5fde0e9b2
Source noteuspto-grants-2006_02