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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1246270Generated: October 30, 2026

Potassium Carbonate → 3-cyclopentyl-1-methyl-2-pyridin-2-yl-1H-indole-6-carboxylic acid methyl ester

https://huagongshe.com/reaction/1246270

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
ReactantMethyl 3-Amino-4-chlorobenzoateHCID 593055—
Reactant2-(Cyclopentylethynyl)pyridineHCID 21916613—
Catalystpalladium(II) acetateHCID 167845—
Catalyst1,1'-Bis(di-tert-butylphosphino)ferroceneHCID 71310544—
SolventN-methyl-2-pyrrolidoneHCID 13387—
Product3-cyclopentyl-1-methyl-2-pyridin-2-yl-1H-indole-6-carboxylic acid methyl esterHCID 58720916—

Reaction Conditions

Temperature130 °C

Reaction Steps

A 100 mL three neck flask equipped with a thermocouple, condenser and stir bar was purged with argon. 3-Amino-4-chlorobenzoic acid methyl ester (5.0 g, 26.94 mmol), 2-cyclopentylethynyl-pyridine (5.528 g, 32.33 mmol), Pd(OAc)2 (181 mg, 0.81 mmol), DtBPF (767 mg, 1.62 mmol), K2CO3 (9.29 g, 67.35 mmol) and NMP (25 mL) were then charged. The reaction was heated to 130° C. and monitored by HPLC. The reaction was complete after 6 hours.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07126009B2
Source datasetuspto-grants-2006_10
ORD IDord-d72da3e530c4440cb09ec55945308d67
Source noteuspto-grants-2006_10