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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 253159Generated: October 29, 2026

Triethylamine → 1-[[4-(1,1-dimethylethyl)phenyl]sulfonyl]-N-[(3-hydroxyphenyl)methyl]-2,3-dihydro-(2S)-1H-indole-2-carboxamide

https://huagongshe.com/reaction/253159

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
Reactant3-(Aminomethyl)phenol hydrochlorideHCID 22058427—
Reactant1-[[4-(1,1-dimethylethyl)phenyl]sulfonyl]-2,3-dihydro-(2S)-1H-indole-2-carbonyl chlorideHCID 86612301—
SolventDichloromethaneHCID 6344—
Product1-[[4-(1,1-dimethylethyl)phenyl]sulfonyl]-N-[(3-hydroxyphenyl)methyl]-2,3-dihydro-(2S)-1H-indole-2-carboxamideHCID 6684680451%

Reaction Steps

54 mg (0.53 mmol) of triethylamine are added to a suspension of 42.26 mg (0.265 mmol) of 3-(aminomethyl)phenol hydrochloride in 8 ml of dichloromethane at ambient temperature, then a solution of 100 mg (0.265 mmol) of 1-[[4-(1,1-dimethylethyl)phenyl]sulfonyl]-2,3-dihydro-(2S)-1H-indole-2-carbonyl chloride in 2 ml of dichloromethane is added over 10 minutes. This is left to agitate at ambient temperature for 1 hour. The reaction medium is washed with water, dried on magnesium sulfate, the solvents are evaporated and the evaporation residue is purified by silica column chromatography eluting with the help of a toluene/ethyl acetate mixture (8/2; v/v). The expected product is obtained in the form of a white solid with a yield of 51%.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07872021B2
Source datasetuspto-grants-2011_01
ORD IDord-3ce820595df44cd1a864c66f3ae51e86
Source noteuspto-grants-2011_01