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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2382945Generated: October 31, 2026

Dimethylformamide → HCID 44469658, compound

https://huagongshe.com/reaction/2382945

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantHCID 44469521HCID 44469521—
CatalystZinc cyanide (Zn(CN)2)HCID 11186—
CatalystZincHCID 23994—
CatalystFerrocene-1,1'-bis-(diphenylphosphine)HCID 635956—
CatalystBis(dibenzylideneacetone)palladiumHCID 9811564—
SolventAmmonium ChlorideHCID 25517—
ProductHCID 44469658HCID 44469658—

Reaction Conditions

Temperature120 °C

Reaction Steps

In a sealed tube, 1-(4-fluoro-phenyl)-1H-indazole-4-carboxylic acid (4-bromo-2-chloro-benzyl)-methoxymethyl-amide (0.30 g, 0.65 mmol), Pd2(dba)3 (40.0 mg, 0.440 mmol), dppf (44 mg, 0.079 mmol), Zn(CN)2 (77 mg, 0.66 mmol), and Zn (10.5 mg, 0.160 mmol) were dissolved in anhydrous DMF (3 mL). The mixture was warmed at 120° C. for 3 hours. The mixture cooled to room temperature, and diluted with saturated aqueous ammonium chloride (20 mL), extracted with ethyl acetate (20 mL), washed with brine (30 mL), and dried over sodium sulfate. The crude was purified by silica gel chromatography eluting with a gradient of 0-70% ethyl acetate in hexanes to afford the title compound as a white powder.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08263597B2
Source datasetuspto-grants-2012_09
ORD IDord-d8be9d3799274142b871545bf70d13b2
Source noteuspto-grants-2012_09