Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2283441Generated: October 30, 2026

Triethylamine → HCID 89544959, compound

https://huagongshe.com/reaction/2283441

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
Reactant1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimideHCID 15908—
ReactantHOAtHCID 181649—
Reactant1-tert-Butyl 3-ethyl 2,5-dihydro-1H-pyrrole-1,3-dicarboxylateHCID 53888126—
ReactantHCID 89544703HCID 89544703—
SolventDichloromethaneHCID 6344—
ProductHCID 89544959HCID 8954495985.4%

Reaction Steps

To (1S)-1-{4-chloro-2-fluoro-3-[(pyridin-3-yl)carbonyl]phenyl}propan-1-amine (0.1 g, 0.3 mmol) (Example 26) in DCM was added 1-tert-butyl 3-ethyl 1H-pyrrole-1,3(2H,5H)-dicarboxylate (0.065, 0.3 mmol), 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide (0.07 mg, 0.36 mmol), 1-hydroxy-7-azabenzotriazole (0.049 g, 0.36 mmol) and triethylamine (0.085 ml, 0.6 mmol), then stirred at ambient for 18 hours. The reaction was diluted with DCM washed with 5% citric acid, sat. sodium bicarbonate then brine. The organic extract was dried (Na2SO4), filtered and concentrated to give 3-{(S)-1-[4-Chloro-2-fluoro-3-(pyridine-3-carbonyl)-phenyl]-propylcarbamoyl}-2,5-dihydro-pyrrole-1-carboxylic acid tert-butyl ester (0.125 g). MS: [M+H]+ 488.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09145354B2
Source datasetuspto-grants-2015_09
ORD IDord-c6c392a8af0d49e4b1ff01150bca9e39
Source noteuspto-grants-2015_09