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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1747868Generated: November 1, 2026

Water → Tak-137

https://huagongshe.com/reaction/1747868

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantEthanesulfonylchloride, 2-chloro-HCID 15385—
ReactantSodium hydrideHCID 24758—
Reactant3-(4-Phenoxyphenyl)pyridin-2-amineHCID 65551209—
SolventTetrahydrofuranHCID 8028—
SolventHexaneHCID 8058—
ProductTak-137HCID 5664928684.3%

Reaction Steps

A mixture of 3-(4-phenoxyphenyl)pyridin-2-amine (47 mg) in dehydrated THF (5 mL) was added to a mixture of sodium hydride (60%, 35.8 mg) and 2-chloroethanesulfonyl chloride (88 mg) in dehydrated THF (5 mL) under ice-cooling. The reaction mixture was stirred at room temperature overnight, and water and hexane were added. The resulting precipitate was collected by filtration, and washed with water and ethyl acetate to give the title compound (53.2 mg) as a white solid. The obtained solid was crystallized from THF and diisopropyl ether to give a white solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09150591B2
Source datasetuspto-grants-2015_10
ORD IDord-33718d10a98546ae88e1059a86e6d374
Source noteuspto-grants-2015_10