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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2174069Generated: October 30, 2026

Potassium Phosphate, Tribasic → HCID 86701700, compound

https://huagongshe.com/reaction/2174069

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium Phosphate, TribasicHCID 62657—
ReactantPhenylboronic AcidHCID 66827—
Reactant2-Dicyclohexylphosphino-2',6'-dimethoxybiphenylHCID 11269872—
Reactant3-Bromo-5,7-dimethyl-1-tosyl-1H-indole-4-carbaldehydeHCID 86701699—
Catalystpalladium(II) acetateHCID 167845—
SolventWaterHCID 962—
SolventDichloromethaneHCID 6344—
Solvent1,2-DimethoxyethaneHCID 8071—
ProductHCID 86701700HCID 86701700—

Reaction Conditions

Temperature80 °C

Reaction Steps

To a suspension of 3-bromo-5,7-dimethyl-1-tosyl-1H-indole-4-carbaldehyde (100 mg, 0.246 mmol), phenylboronic acid (60.0 mg, 0.492 mmol), and K3PO4 (157 mg, 0.738 mmol) in DME (1 mL)/H2O (0.5 mL), Pd(OAc)2 (5.53 mg, 0.025 mmol) and S-phos (CAS#657408-07-6) (20.21 mg, 0.049 mmol) were added the mixture was stirred at 80° C. for 15 h. The reaction mixture was cooled to room temperature and diluted with CH2Cl2 and water. The layers were partitioned. The organic layer was separated, dried over MgSO4, filtered and concentrated. The resulting residue was purified by silica gel flash column chromatography [heptane/(30% EtOAc in CH2Cl2)=1/0 to 4/6] to give the title compound. MS (ESI+) m/z 404.1 (M+H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09056874B2
Source datasetuspto-grants-2015_06
ORD IDord-43178539b2e6408694bd073248fa5859
Source noteuspto-grants-2015_06