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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1476805Generated: November 2, 2026

Dimethylformamide → HCID 90386955, compound

https://huagongshe.com/reaction/1476805

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
Reactant2-Dicyclohexylphosphino-2',4',6'-triisoprophylbiphenylHCID 11155794—
ReactantHCID 90387286HCID 90387286—
CatalystZinc cyanide (Zn(CN)2)HCID 11186—
CatalystBis(dibenzylideneacetone)palladiumHCID 9811564—
SolventWaterHCID 962—
ProductHCID 90386955HCID 9038695534%

Reaction Conditions

Temperature150 °C

Reaction Steps

A suspension of (3-chloroisoquinolin-1-yl)methanol (1.0 g, 5.17 mmol), zinc cyanide (672 mg, 5.68 mmol), Pd2(dba)3 (190 mg, 0.21 mmol), XPhos (241 mg, 0.52 mmol) in DMF (15 mL) was heated at 150° C. for 1 hour under a nitrogen atmosphere in a microwave reactor. The reaction mixture was subsequently diluted with water and extracted with EtOAc. The organic layer was separated and dried over Na2SO4, and the solvent was evaporated under reduced pressure. The crude product was purified by silica gel chromatography eluting with petroleum ether and EtOAc (4:1) to give the title compound as a yellow solid (330 mg, 34%). ESI-MS m/z [M+H]+ 185.1.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09402841B2
Source datasetuspto-grants-2016_08
ORD IDord-71c357411c464b798612e244b09bc2a8
Source noteuspto-grants-2016_08