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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1642591Generated: November 1, 2026

Potassium Carbonate → tert-butyl 7-(tert-butoxycarbonyl(methyl)amino)-5-(3-(ethylsulfonyl)phenyl)-8-methoxy-3-methyl-9H-pyrido[2,3-b]indole-9-carboxylate

https://huagongshe.com/reaction/1642591

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
Reactant1,4-DioxaneHCID 31275—
Reactant3-Ethylsulfonylphenylboronic acidHCID 16427102—
Reactanttert-butyl 5-bromo-7-(tert-butoxycarbonyl(methyl)amino)-8-methoxy-3-methyl-9H-pyrido[2,3-b]indole-9-carboxylateHCID 58880119—
CatalystHCID 178418397HCID 178418397—
SolventEthyl AcetateHCID 8857—
Producttert-butyl 7-(tert-butoxycarbonyl(methyl)amino)-5-(3-(ethylsulfonyl)phenyl)-8-methoxy-3-methyl-9H-pyrido[2,3-b]indole-9-carboxylateHCID 58880095—

Reaction Conditions

Temperature140 °C

Reaction Steps

A 5 mL microwave vial was charged with Compound 250 (520 mg, 1.0 mmol), 3-(ethylsulfonyl)phenylboronic acid (321 mg, 1.5 mmol) and Pd(PPh3)4 (116 mg, 0.10 mmol). To the mixture was added dioxane (2 mL) and a saturated aqueous solution of K2CO3 (1 mL). The reaction mixture was heated at 140° C. for 20 min. in microwave. The reaction was diluted with EtOAc and washed with water and brine. The organic extracts were dried (Na2SO4) and concentrated and the crude Compound 251 was taken forward for Boc deprotection.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08119655B2
Source datasetuspto-grants-2012_02
ORD IDord-75546dda69044c439656d949fdb244aa
Source noteuspto-grants-2012_02