HuagongsheHuagongshe Chemistry Print Report · For research reference only
1,2-Dichloroethane → 3,4-Difluorobenzyl 1-Benzyl-6-(ethoxycarbonyl)-2-isopropyl-1H-indole-3-carboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1,2-Dichloroethane | HCID 11 | — |
| Reactant | 3,4-Difluorobenzyl alcohol | HCID 522833 | — |
| Reactant | 1-Benzyl-6-(ethoxylcarbonyl)-2-isopropyl-1H-indole-3-carboxylic Acid | HCID 59762360 | — |
| Catalyst | 4-(Dimethylamino)pyridine | HCID 14284 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | 3,4-Difluorobenzyl 1-Benzyl-6-(ethoxycarbonyl)-2-isopropyl-1H-indole-3-carboxylate | HCID 59762411 | — |
Reaction Steps
Following General Procedure E,1-benzyl-6-(ethoxylcarbonyl)-2-isopropyl-1H-indole-3-carboxylic acid (Compound 39, 39 mg, 0.1 1 mmol) in CH2Cl2 (4 ml) was added EDC (35 mg, 0.22 mmol) and DMAP (16 mg, 0.15 mmol), followed by 3,4-difluorobenzyl alcohol (20 mg, 0.15 mmol). The reaction was stirred at room temperature for 12 h, diluted with EtOAc, washed with H2O, brine, dried over Na2SO4 and concentrated in vacuo. The residue was purified by chromatography on silica gel (0→30% EtOAc-hexanes) to yield the title compound as a yellow oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08524917B2 |
| Source dataset | uspto-grants-2013_09 |
| ORD ID | ord-bd5b4221ccbf4dd0bf0b3c680a198869 |
| Source note | uspto-grants-2013_09 |