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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 38486Generated: October 27, 2026

Methanol → HCID 178497389, compound

https://huagongshe.com/reaction/38486

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanolHCID 887—
ReactantDimethylformamideHCID 6228—
ReactantDiisopropylethylamineHCID 81531—
Reactant1-(5-Bromo-3-methyl-1H-indazol-1-yl)ethan-1-oneHCID 59127382—
Catalystpalladium(II) acetateHCID 167845—
CatalystFerrocene-1,1'-bis-(diphenylphosphine)HCID 635956—
ProductHCID 178497389HCID 178497389—

Reaction Conditions

Temperature90 °C

Reaction Steps

N,N-diisopropylethylamine (4.14 ml, 23.71 mmol) was added to a stirred mixture of 1-acetyl-5-bromo-3-methyl-1H-indazole (2.00 g, 7.90 mmol), DPPF (0.657 g, 1.185 mmol) and Pd(OAc)2 (0.266 g, 1.185 mmol) in DMF (20 ml)-MeOH (5 ml) at room temperature and the mixture was stirred in CO atomospher (1 atm) at 90° C. overnight. After the mixture was cooled and the CO gas was removed by N2 gas, the mixture was filtered through celite pad and the filtrate was evaporated under reduced pressure. The residue was purified by silicagel column chromatography (hexane/EtOAc) to give intended compound as a pale brown solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08524730B2
Source datasetuspto-grants-2013_09
ORD IDord-f0e8b1f627094094a806186a6fa569ca
Source noteuspto-grants-2013_09