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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1684015Generated: October 26, 2026

Triethylamine → (4-(1-(4-Bromobenzyl)-5-methoxy-2-methyl-1H-indol-3-yl)-3-methylbutanoyl)-4-methylpiperazine

https://huagongshe.com/reaction/1684015

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
Reactant1-MethylpiperazineHCID 53167—
ReactantDiethyl cyanophosphonateHCID 76257—
Reactant4-(1-(4-Bromobenzyl)-5-methoxy-2-methyl-1H-indol-3-yl)-3-methylbutanoic acidHCID 9867333—
SolventDimethylformamideHCID 6228—
SolventEthyl AcetateHCID 8857—
Product(4-(1-(4-Bromobenzyl)-5-methoxy-2-methyl-1H-indol-3-yl)-3-methylbutanoyl)-4-methylpiperazineHCID 19041728—

Reaction Steps

To a solution of the acid from Example 7, Step 6 (300 mg) in DMF (4 mL) was added triethylamine (0.13 mL), diethyl cyanophosphonate (0.13 mL) and 1-methylpiperazine (0.08 mL) at r.t. After 4 h the reaction mixture was diluted with EtOAc and the organic phase was washed with HCl 1M, 5% aqueous NaHCO3 and brine, dried (MgSO4) and evaporated. Flash chromatography of the residue (silica gel; CH2Cl2 /MeOH, 95:5) afforded the title compound as a white solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05639780
Source datasetuspto-grants-1997_06
ORD IDord-1b334975065b430cb5d670230529c4ef
Source noteuspto-grants-1997_06