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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 469883Generated: October 29, 2026

Sodium hydride → 4-Chloro-6-(1-(3,4-difluorophenyl)-2,2,2-trifluoroethoxy)pyrimidin-2-amine

https://huagongshe.com/reaction/469883

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium hydrideHCID 24758—
Reactant2-Amino-4,6-dichloropyrimidineHCID 65522—
Reactant1-(3,4-Difluorophenyl)-2,2,2-trifluoroethanolHCID 61087927—
SolventTetrahydrofuranHCID 8028—
Product4-Chloro-6-(1-(3,4-difluorophenyl)-2,2,2-trifluoroethoxy)pyrimidin-2-amineHCID 8661430987.5%

Reaction Conditions

Temperature50 °C

Reaction Steps

1-(3,4-Difluorophenyl)-2,2,2-trifluoroethanol (0.1 g, 0.471 mmol) was treated with NaH (60% in mineral oil, 38 mg, 0.943 mmol) in dry THF (3 ml) for 30 minutes. 2-Amino-4,6-dichloropyrimidine (77 mg, 0.471 mmol) was added and the mixture was stirred at 50° C. for 6 hours. The mixture was quenched with water and extracted with methylenechloride (2×). The organics were combined, washed with water, then brine, dried over MgSO4, and concentrated to give 0.14 g of 4-chloro-6-(1-(3,4-difluorophenyl)-2,2,2-trifluoroethoxy)-pyrimidin-2-amine.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08629156B2
Source datasetuspto-grants-2014_01
ORD IDord-11d37f1b977f4c1396a0b7c6e8e0ff0b
Source noteuspto-grants-2014_01