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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 388387Generated: October 30, 2026

1,2-Dichloroethane → HCID 44256467, compound

https://huagongshe.com/reaction/388387

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,2-DichloroethaneHCID 11—
Reactant1-HydroxybenzotriazoleHCID 75771—
ReactantDiisopropylethylamineHCID 81531—
Reactant6-Bromonicotinic acidHCID 238932—
ReactantSodium BicarbonateHCID 516892—
Reactant1H-Indole-5-methanamine, 2-(trifluoromethyl)-, hydrochloride (1:1)HCID 66909363—
SolventDichloromethaneHCID 6344—
ProductHCID 44256467HCID 442564673.4%

Reaction Steps

A mixture of {[2-(trifluoromethyl)-1H-indol-5-yl]methyl}amine hydrochloride (Intermediate 5, 1 g, 3.99 mmol), 6-bromo-3-pyridinecarboxylic acid (Matrix Scientific; 0.887 g, 4.39 mmol), EDC (0.841 g, 4.39 mmol), HOBT (0.672 g, 4.39 mmol) and DIPEA (2.8 ml, 16.03 mmol) in DCM (50 ml) was stirred at room temperature for 18 hrs. The mixture was stirred well with saturated aqueous NaHCO3 solution, the organics separated and the aqueous further extracted (EtOAC×3). The combined organics were dried (Phase-Sep cartridge) and evaporated under reduced pressure to a white solid. Trituration with diethyl ether overnight and filtration afforded a crude white solid (1.16 g). A portion (88 mg) was further purified via MDAP to afford the title compound as a white solid (54 mg);

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08377941B2
Source datasetuspto-grants-2013_02
ORD IDord-3f2cbd5c61634f2b9fef7d4993efe2d0
Source noteuspto-grants-2013_02