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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1966870Generated: November 2, 2026

Acetic Acid → HCID 59153099, compound

https://huagongshe.com/reaction/1966870

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetic AcidHCID 176—
Reactant4-ChlorophenolHCID 4684—
ReactantSodium hydrideHCID 24758—
ReactantHCID 44611780HCID 44611780—
SolventDimethylformamideHCID 6228—
ProductHCID 59153099HCID 5915309977%

Reaction Conditions

Temperature100 °C

Reaction Steps

{(R)-4-[(3-Chloro-4-fluoro-benzenesulfonyl)-methyl-amino]-4,5,6,7-tetrahydro-indazol-1-yl}-acetic acid ethyl ester (24 mg, 0.058 mmol), sodium hydride (60% dispersed in mineral oil, 11.6 mg) and 4-chlorophenol (0.52 mg, 0.40 mmol) were dissolved in N,N-dimethylformamide (2 mL). After being heated in a microwave oven at 100° C. for 15 minutes, the resulting mixture was acidified with acetic acid to pH 5, and filtered through a glass funnel. The precipitate was purified by preparative HPLC to afford ((R)-4-{[3-chloro-4-(2-chloro-phenoxy)-benzenesulfonyl]-methyl-amino}-4,5,6,7-tetrahydro-indazol-1-yl)-acetic acid ethyl ester (24 mg, 77%) as a white powder. MS cald. for C24H25Cl2N3O5S 537, obsd. (ESI+) [(M+H)+]: 538.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08420675B2
Source datasetuspto-grants-2013_04
ORD IDord-c6ea61563a5c464296d4f2c7c7ad5f9a
Source noteuspto-grants-2013_04