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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1242470Generated: October 30, 2026

Carbon Dioxide → [4-(2-Methoxy-ethyl)-6-methyl-2-(4-trifluoromethyl-phenyl)-pyrimidin-5-yl]-methanol

https://huagongshe.com/reaction/1242470

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCarbon DioxideHCID 280—
ReactantDiisobutylaluminum hydrideHCID 14487—
Reactant4-(2-Methoxy-ethyl)-6-methyl-2-(4-trifluoromethyl-phenyl)-pyrimidine-5-carboxylic acid methyl esterHCID 67072319—
SolventTetrahydrofuranHCID 8028—
Product[4-(2-Methoxy-ethyl)-6-methyl-2-(4-trifluoromethyl-phenyl)-pyrimidin-5-yl]-methanolHCID 21935907103.5%

Reaction Conditions

Temperature-70 °C

Reaction Steps

To a dry-ice cooled solution of 4.9 g (13.83 mmol) 4-(2-methoxy-ethyl)-6-methyl-2-(4-trifluoromethyl-phenyl)-pyrimidine-5-carboxylic acid methyl ester in 50 ml tetrahydrofurane was dropped 34.57 ml (41.48 mmol) of DIBALH-solution (1.2 M in Toluene). The reaction mixture was stirred for 15 min at −70° C. and then the dry-ice bath was removed, the reaction temperature was allowed to come to RT and the reaction mixture was stirred for 2 h at RT. To the reaction mixture was then dropped carefully, under ice-cooling, 10 ml of 6N HCl. After 4 min was the whole taken up in ether and washed with water. The ether-phase was concentrated under reduced pressure providing 4.67 g pure crystalline [4-(2-methoxy-ethyl)-6-methyl-2-(4-trifluoromethyl-phenyl)-pyrimidin-5-yl]-methanol.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07115611B2
Source datasetuspto-grants-2006_10
ORD IDord-68fbf6cdb59a41d0933d137bc2882fb3
Source noteuspto-grants-2006_10