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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 925985Generated: October 28, 2026

4-Methoxybenzyl alcohol → 4-Chloro-6-(4-methoxy-benzyloxy)-2-(4-trifluoromethyl-thiazol-2-yl)pyrimidine

https://huagongshe.com/reaction/925985

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-Methoxybenzyl alcoholHCID 7738—
ReactantSodium hydrideHCID 24758—
ReactantSodium BicarbonateHCID 516892—
Reactant4,6-Dichloro-2-(4-trifluoromethyl-thiazol-2-yl)-pyrimidineHCID 58282624—
Product4-Chloro-6-(4-methoxy-benzyloxy)-2-(4-trifluoromethyl-thiazol-2-yl)pyrimidineHCID 5828264789%

Reaction Conditions

Temperature0 °C

Reaction Steps

NaH (60% in oil) (1.49 g, 1 eq.) was added portionwise to a stirred solution of compound 284 (11.2 g, 1 eq.) and 4-methoxybenzyl alcohol (5.15 g, 1 eq.). The reaction mixture was stirred at 0° C. for 1 hr and saturated NaHCO3 solution was added. The combined organic layers were dried over Na2SO4, filtered, and concentrated under reduced pressure. The residue obtained was triturated in pentane to yield compound 285 as a beige solid in 89% yield. MS (ESI, EI+): m/z=402 (MH+).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09284307B2
Source datasetuspto-grants-2016_03
ORD IDord-bd1b365de957465ab48bdcee5f341b6f
Source noteuspto-grants-2016_03