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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1475382Generated: November 1, 2026

Potassium Carbonate → HCID 70979895, compound

https://huagongshe.com/reaction/1475382

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
Reactant(Cyclopent-1-en-1-yl)boronic acidHCID 3861343—
Reactanttert-Butyl 6-chloro-3,3-dimethyl-2,3-dihydro-1H-pyrrolo[3,2-c]pyridine-1-carboxylateHCID 86723969—
CatalystHCID 178424406HCID 178424406—
SolventWaterHCID 962—
Solvent1,4-DioxaneHCID 31275—
ProductHCID 70979895HCID 7097989557%

Reaction Conditions

Temperature90 °C

Reaction Steps

A mixture of 6-chloro-3,3-dimethyl-2,3-dihydro-pyrrolo[3,2-c]pyridine-1-carboxylic acid tert-butyl ester (340 mg, 1.2 mmol), cyclopenten-1-ylboronic acid (270 mg, 2.4 mmol), potassium carbonate (414 mg, 3.0 mmol) and dichlorobis(tri-o-tolyl-phosphine)palladium(II) (38 mg, 0.04 mmol) in 1,4-dioxane (6 mL) and water (1.5 mL) was degassed and heated in a reaction vial at 90° C. for 2 h. The reaction mixture was cooled, water (20 mL) was added and the product was extracted with EtOAc (2×20 mL). The combined organic layers were dried, filtered and the solvent evaporated. The crude material was purified by column chromatography (SiO2, petrol-EtOAc 0-60%) to afford the title compound (213 mg, 57%). MS: [M+H]+=315.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09018214B2
Source datasetuspto-grants-2015_04
ORD IDord-602bc2e0e4e34c4bbf29e0b4ef26a9a7
Source noteuspto-grants-2015_04