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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 656154Generated: October 28, 2026

Potassium Carbonate → HCID 59332671, compound

https://huagongshe.com/reaction/656154

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
Reactant1,4-DioxaneHCID 31275—
ReactantFuran-2-boronic acidHCID 2734357—
ReactantHCID 66746207HCID 66746207—
CatalystBis(cyclopenta-1,4-dien-1-yl(diphenyl)phosphane);dichloropalladium;iron(2+)HCID 178418228—
SolventWaterHCID 962—
ProductHCID 59332671HCID 59332671—

Reaction Steps

(racemic)-5-Bromo-3-[trans-2-(1-methylethyl)-1,1-dioxidotetrahydro-2H-thiopyran-4-yl]-1H-indole-7-carboxamide (60 mg, 0.145 mmol) was placed in a microwave vial and dissolved with 1,4-Dioxane (2 mL) and Water (1 mL). 2-Furanylboronic acid (33 mg, 0.29 mmol) and K2CO3 (60 mg, 0.44 mmol) were added. Argon was bubbled into the mixture for 10 mins, stirring. PdCl2(dppf) (5.60 mg, 0.012 mmol) was added, and argon was bubbled another 10 mins. The vial was sealed and put under microwave 5 mins at 100° C. with high absorption parameter. The crude was run through a thiol-SPE cartridge eluting with 2 mL of methanol and the eluted solvents are evaporated. The brown oil was dissolved in 2-3 mL of DMSO, and on a Gilson HPLC. The desired fractions were concentrated, giving 32 mg of the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08071584B2
Source datasetuspto-grants-2011_12
ORD IDord-d4b70674d342400f93232dee89dcb425
Source noteuspto-grants-2011_12