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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2279617Generated: October 31, 2026

Dimethylformamide → HCID 59580003, compound

https://huagongshe.com/reaction/2279617

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantEthyl AcetateHCID 8857—
ReactantHCID 25226166HCID 25226166—
CatalystZinc cyanide (Zn(CN)2)HCID 11186—
CatalystHCID 178418397HCID 178418397—
SolventSodium chloride; waterHCID 57417360—
ProductHCID 59580003HCID 59580003—

Reaction Steps

A solution of 1-(4-bromo-5-methyl-pyrimidin-2-yl)-3-methyl-1H-pyrazole-4-carboxylic acid (adamantan-1-ylmethyl)-amide (1.05 g, 2.4 mmol), zinc cyanide (328 mg, 2.8 mmol) and Pd(PPh3)4 (240 mg) in DMF (12 mL) is heated at 90° C. for 12 h. The mixture is cooled to RT and EtOAc and brine are added. The mixture is filtered through Celite, and the organic layer is separated, washed with brine, dried and evaporated. Purification by flash chromatography, eluting with a mixture of 5% MeOH and 1% TEA in DCM, affords the title compound. MS (M+1)=391.27; RT=1.34 min. *IC50.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09133204B2
Source datasetuspto-grants-2015_09
ORD IDord-a25bdce71588415babe76cdc5be60e79
Source noteuspto-grants-2015_09