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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 419265Generated: October 29, 2026

Sodium hydride → 4-Chloro-6-(2,2,2-trifluoro-1-(3'-methylbiphenyl-2-yl)ethoxy)pyrimidin-2-amine

https://huagongshe.com/reaction/419265

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium hydrideHCID 24758—
Reactant2-Amino-4,6-dichloropyrimidineHCID 65522—
Reactant2,2,2-Trifluoro-1-(3'-methylbiphenyl-2-yl)ethanolHCID 66649251—
SolventTetrahydrofuranHCID 8028—
Product4-Chloro-6-(2,2,2-trifluoro-1-(3'-methylbiphenyl-2-yl)ethoxy)pyrimidin-2-amineHCID 8661431072.2%

Reaction Conditions

Temperature50 °C

Reaction Steps

2,2,2-Trifluoro-1-(3′-methylbiphenyl-2-yl)ethanol (0.15 g, 0.563 mmol) was treated with NaH (60% in mineral oil, 45 mg, 1.12 mmol) in dry THF (5 ml) for 30 minutes. 2-Amino-4,6-dichloropyrimidine (92 mg, 0.5633 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 0.16 g of 4-chloro-6-(2,2,2-trifluoro-1-(3′-methylbiphenyl-2-yl)ethoxy)pyrimidin-2-amine.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08093291B2
Source datasetuspto-grants-2012_01
ORD IDord-fe7bcf7d6efd4e64bdfda62622696a13
Source noteuspto-grants-2012_01