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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1477913Generated: October 29, 2026

Potassium Carbonate → tert-Butyl 3-(4-(tert-Butoxycarbonylamino)-1H-indol-1-yl)-3-(4-chlorophenyl)pent-4-ynoate

https://huagongshe.com/reaction/1477913

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
Reactanttert-butyl 3-(4-(tert-butoxycarbonylamino)-1H-indol-1-yl)-3-(4-chlorophenyl)-4-oxobutanoateHCID 86705057—
Reactant(1E)-1-diazo-1-dimethoxyphosphorylpropan-2-oneHCID 136023029—
SolventMethanolHCID 887—
Producttert-Butyl 3-(4-(tert-Butoxycarbonylamino)-1H-indol-1-yl)-3-(4-chlorophenyl)pent-4-ynoateHCID 86705058—

Reaction Steps

To a solution of the product of Step D (750 mg, 1.5 mmol) in MeOH (10 mL) was added K2CO3 (414 mg, 3 mmol) and dimethyl 1-diazo-2-oxopropylphosphonate (576 mg, 3 mmol). The mixture was stirred at room temperature for 2 h. After removing the organic solvent, the residue was added H2O (10 mL), extracted with ethyl acetate, and washed with brine (10 mL), dried over sodium sulfate, then filtered. The solvent was evaporated in vacuo, and the residue was purified by silica gel chromatography (EA/PE=1:8) to obtain the title compound as colorless solid. LC/MS m/z=495.2[M+H]+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09403807B2
Source datasetuspto-grants-2016_08
ORD IDord-7030e294c5c148ceb5496ce1a85418ae
Source noteuspto-grants-2016_08