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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2189805Generated: October 31, 2026

Dimethylformamide → HCID 59316747, compound

https://huagongshe.com/reaction/2189805

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantHCID 59316726HCID 59316726—
CatalystZinc cyanide (Zn(CN)2)HCID 11186—
CatalystHCID 178418397HCID 178418397—
SolventEthyl AcetateHCID 8857—
ProductHCID 59316747HCID 5931674736%

Reaction Conditions

Temperature100 °C

Reaction Steps

To a solution of ethyl 4-(4-bromo-1H-indazol-1-yl)-2,2-dimethylbutanoate (D112) (600 mg, 1.77 mmol) and Zn(CN)2 (207 mg, 1.77 mmol) in DMF (5 ml) at room temperature was added Pd(PPh3)4 (204 mg, 0.18 mmol) and the resulting mixture was stirred at 100° C. over the weekend, heated for a further 5 hours and then cooled to room temperature and diluted with AcOEt. The organic phase was filtered through celite and washed with water then brine, dried and concentrated in vacuo. Purification of the residue by flash chromatography on silica gel [10-20% EtOAc/cyclohexane] gave the title compound (200 mg, 36%) as a colourless oil. MS (ES) C16H19N3O2 requires 285, found 286 [M+H]+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08324254B2
Source datasetuspto-grants-2012_12
ORD IDord-27cb0a3f63ac452fa8a1a777b72b6245
Source noteuspto-grants-2012_12