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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1825002Generated: October 26, 2026

Water → Ethyl 5-[(3,3-dimethylbutanoyl)amino]-1H-indole-2-carboxylate

https://huagongshe.com/reaction/1825002

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantTriethylamineHCID 8471—
Reactant3,3-Dimethylbutanoyl chlorideHCID 81514—
ReactantEthyl 5-amino-1H-indole-2-carboxylateHCID 10726872—
SolventTetrahydrofuranHCID 8028—
ProductEthyl 5-[(3,3-dimethylbutanoyl)amino]-1H-indole-2-carboxylateHCID 22144643—

Reaction Conditions

Temperature0 °C

Reaction Steps

3.76 g (18.4 mmol) of ethyl 5-amino-1H-indole-2-carboxylate from Example LXI and 2.05 g (2.82 ml, 20.3 mmol) of triethylamine are added to 40 ml of THF. The mixture is cooled to 0° C., and a solution of 2.48 g (2.56 ml, 18.4 mmol) of 3,3-dimethylbutyryl chloride in 20 ml of THF are added. The mixture is stirred at RT for 2 h and, for work-up, poured into water. The pH is adjusted to 7 and the mixture is extracted 3 times with ethyl acetate. The combined organic phases are dried with sodium sulphate, filtered and dried under reduced pressure.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07045544B2
Source datasetuspto-grants-2006_05
ORD IDord-968de18b50634a8bacd41c11cd66fa6a
Source noteuspto-grants-2006_05