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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1984852Generated: November 1, 2026

1,3-Bis(diphenylphosphino)propane → HCID 68869055, compound

https://huagongshe.com/reaction/1984852

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,3-Bis(diphenylphosphino)propaneHCID 81219—
ReactantPotassium AcetateHCID 517044—
ReactantHCID 86597134HCID 86597134—
Catalystpalladium(II) acetateHCID 167845—
CatalystFerrocene-1,1'-bis-(diphenylphosphine)HCID 635956—
SolventDimethyl SulfoxideHCID 679—
ProductHCID 68869055HCID 6886905533.8%

Reaction Conditions

Temperature75 °C

Reaction Steps

To a solution of 1-cyclopentylmethyl-7-trifluoromethanesulfonyloxy-isoquinoline-3-carboxylic acid methyl ester (0.150 g, 0.359 mmol) in DMSO (7.0 mL) was added potassium acetate (0.317 g, 3.23 mmol), dppf(0.140 mmol), dppp (50 mg), and Pd(OAc)2 (20 mg). The reaction mixture was degassed under vacuum for 5 min and then CO gas was purged through the reaction mixture for 10 min. The reaction mixture was then heated at 75° C. overnight under an atmosphere of CO gas. The reaction mixture was diluted with DCM and extracted with 10% citric acid solution. The organic phase was dried (Na2SO4), and concentrated in vacuo. The crude product was purified by flash column chromatography on silica gel using EtOAc to give 38 mg of 1-cyclopentylmethyl-isoquinoline-3,7-dicarboxylic acid 3-methyl ester as a white solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07544699B2
Source datasetuspto-grants-2009_06
ORD IDord-c769d76a09844577b501cd8ea20808c0
Source noteuspto-grants-2009_06