HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 388387Generated: October 30, 2026
1,2-Dichloroethane → HCID 44256467, compound
https://huagongshe.com/reaction/388387
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | 1,2-Dichloroethane | HCID 11 | — |
| Reactant | 1-Hydroxybenzotriazole | HCID 75771 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | 6-Bromonicotinic acid | HCID 238932 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | 1H-Indole-5-methanamine, 2-(trifluoromethyl)-, hydrochloride (1:1) | HCID 66909363 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 44256467 | HCID 44256467 | 3.4% |
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
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US08377941B2 |
|---|
| Source dataset | uspto-grants-2013_02 |
|---|
| ORD ID | ord-3f2cbd5c61634f2b9fef7d4993efe2d0 |
|---|
| Source note | uspto-grants-2013_02 |
|---|