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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 751319Generated: October 31, 2026

Dimethylformamide → HCID 10022054, compound

https://huagongshe.com/reaction/751319

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantHCID 11724985HCID 11724985—
CatalystZinc cyanide (Zn(CN)2)HCID 11186—
CatalystHCID 178418397HCID 178418397—
SolventPhosphorus oxychlorideHCID 24813—
SolventChloroform isopropyl alcoholHCID 21906603—
ProductHCID 10022054HCID 1002205459%

Reaction Steps

Reflux 7-[2-(6-methyl-pyridin-2-yl)-5,6-dihydro-4H-pyrrolo[1,2-b]pyrazol-3-yl]-1H-quinoxalin-2-one (Example 55b; 20 mg, 0.055 mmol,) in POCl3 overnight. After removing POCl3, treat the residue with Zn(CN)2 (11.6 mg, 0.11 mmol) and Pd(PPh3)4 (3 mg, 0.003 mmol) in DMF (1 mL) at 100° C. for 20 min in microwave. Cool the solution to room temperature, dilute with chloroform/isopropyl alcohol and wash with brine. Dry the solution over sodium sulfate, filter, and evaporate the solvents to give a viscous mixture. Purify the crude product by column chromatography eluting with a gradient from dichloromethane to 10% methanol in dichloromethane to give the desired compound 12 mg (59%). MS (electrospray, m/z) 371.2 (M+1).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07405299B2
Source datasetuspto-grants-2008_07
ORD IDord-71860f4ea0c14fa787d70122af074dc3
Source noteuspto-grants-2008_07