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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1966864Generated: November 1, 2026

Acetic Acid → HCID 59152975, compound

https://huagongshe.com/reaction/1966864

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetic AcidHCID 176—
ReactantMethylboronic AcidHCID 139377—
ReactantPotassium tert-butoxideHCID 23665647—
ReactantHCID 59153025HCID 59153025—
CatalystHCID 178418397HCID 178418397—
SolventDimethylformamideHCID 6228—
ProductHCID 59152975HCID 5915297548.3%

Reaction Conditions

Temperature160 °C

Reaction Steps

A mixture of {4-[5-bromo-6-(4-chloro-phenoxy)-pyridine-3-sulfonylamino]-4,5,6,7-tetra-hydro-indazol-1-yl}-acetic acid ethyl ester (70 mg, 0.123 mmol, prepared as described above in example 2-1), tetrakis(triphenylphosphine)palladium(0) (1 mg, 0.012 mmol), potassium tert-butoxide (2.5 mg, 0.29 mmol), methylboronic acid (12 mg, 0.184 mmol) in N,N-dimethylformamide (1.5 ml) was heated in a microwave oven at 160° C. for 30 minutes, then acidified to pH 6 by addition of acetic acid. The resulting precipitate was filtered through a glass funnel to afford {4-[6-(4-chloro-phenoxy)-5-methyl-pyridine-3-sulfonylamino]-4,5,6,7-tetrahydro-indazol-1-yl}-acetic acid ethyl ester (30 mg, 48%) as a white solid. MS cald. for C23H25ClN4O5S 504, obsd. (ESI+) [(M+H)+] 505.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08420675B2
Source datasetuspto-grants-2013_04
ORD IDord-8868f89aaa1c40b596b637bd33da99d7
Source noteuspto-grants-2013_04