HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → HCID 73703361, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 3-(2,4-Difluorophenyl)acrylic Acid | HCID 603502 | — |
| Reactant | 1,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochloride | HCID 2723939 | — |
| Reactant | HCID 20744324 | HCID 20744324 | — |
| Catalyst | 4-(Dimethylamino)pyridine | HCID 14284 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 73703361 | HCID 73703361 | — |
Reaction Steps
A mixture of 2,4-difluorocinnamic acid (0.5 mmol), (±)-5-(1-aminoethyl)-2,3-dihydro-indole-1-carboxylic acid, methyl ester, Preparation 20 (132 mg, 0.6 mmole), EDC hydrochloride (192 mg, 1.0 mmole), DMAP (61 mg, 0.5 mmole), and triethylamine (202 mg, 2 mmole) in CH2Cl2 (8 mL) was stirred at room temperature for 16 hours. Water was added, the aqueous layer was extracted with dichloromethane, and the combined organic layers were washed with brine, dried over magnesium sulfate, and evaporated in vacuo. The crude product was purified by flash column chromatography on silica eluting with EtOAc/hexane (7:3) to give the title compound (125 mg) as a solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06831080B2 |
| Source dataset | uspto-grants-2004_12 |
| ORD ID | ord-d1f975ccace542029cab822285812264 |
| Source note | uspto-grants-2004_12 |