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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1747930Generated: November 2, 2026

Methanol → HCID 66748513, compound

https://huagongshe.com/reaction/1747930

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanolHCID 887—
ReactantEthanesulfonylchloride, 2-chloro-HCID 15385—
ReactantSodium hydrideHCID 24758—
ReactantHCID 66748985HCID 66748985—
SolventTetrahydrofuranHCID 8028—
ProductHCID 66748513HCID 6674851392.3%

Reaction Conditions

Temperature70 °C

Reaction Steps

A mixture of 5-chloro-3-(4-(2-(trifluoromethyl)pyridin-4-yloxy)phenyl)pyridin-2-amine (220 mg) in THF (dry) (10 mL) was added to a mixture of NaH (60%, 120 mg) and 2-chloroethanesulfonyl chloride (294 mg) in THF (dry) (10 mL) at room temperature. The mixture was stirred at 70° C. for 1 hr. MeOH and NH silica gel were added and the mixture was concentrated in vacuo. The residue was purified by column chromatography (NH silica gel, eluted with MeOH in EtOAc) to give the titled compound (253 mg) as a white solid. The solid was crystallized from CH3CN-IPE to give a white solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09150591B2
Source datasetuspto-grants-2015_10
ORD IDord-4cf4ff3245794b048f1f9cf4c2aaecc5
Source noteuspto-grants-2015_10