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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2112467Generated: October 25, 2026

Potassium Carbonate → tert-Butyl 4-[2-phenyl-1-(phenylsulfonyl)-1H-indol-4-yl]-1-piperazinecarboxylate

https://huagongshe.com/reaction/2112467

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
ReactantPhenylboronic AcidHCID 66827—
Reactant1-Piperazinecarboxylic acid,4-[2-iodo-1-(phenylsulfonyl)-1h-indol-4-yl]-,1,1-dimethylethyl esterHCID 22015330—
CatalystHCID 178418397HCID 178418397—
Solvent1,2-DimethoxyethaneHCID 8071—
Producttert-Butyl 4-[2-phenyl-1-(phenylsulfonyl)-1H-indol-4-yl]-1-piperazinecarboxylateHCID 22015379—

Reaction Steps

tert-Butyl 4-[2-iodo-1-(phenylsulfonyl)-1H-indol-4-yl]-1-piperazinecarboxylate (40 mg, 0.07 mmol), phenyl boronic acid (12 mg, 0.1 mmol), Pd(PPh3)4 (2 mg, 0.002 mmol) and a 2M aqueous solution of K2CO3 (0.075 mL) were stirred for 3 days at 80° C. in dimethoxyethane (2 mL). After evaporation of the solvent, the crude was purified by column chromatography (SiO2) and led to 30 mg of the desired compound (80%). 1H NMR (270 MHz, DMSO-d6) δ 8.02 (d, J=8 Hz, 1H), 7.55-7.20 (m, 11H), 6.78 (t, J=8 Hz, 1H), 7.57 (s, 1H), 3.58 (m, 4H), 3.02 (m, 4H), 1.48 (m, 9H). MS (ESI+) for m/z 518 (M+H)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07524839B2
Source datasetuspto-grants-2009_04
ORD IDord-4636b9b6512a44ca970939860c275d6e
Source noteuspto-grants-2009_04