HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methyl indole-7-carboxylate → 3-(2,2,3,3-Tetramethyl-cyclopropanecarbonyl)-1H-indole-7-carboxylic Acid Methyl Ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methyl indole-7-carboxylate | HCID 676694 | — |
| Reactant | 2,2,3,3-Tetramethylcyclopropane-1-carbonyl chloride | HCID 11041002 | — |
| Reactant | HCID 178418443 | HCID 178418443 | — |
| Catalyst | Zincchloride | HCID 3007855 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 3-(2,2,3,3-Tetramethyl-cyclopropanecarbonyl)-1H-indole-7-carboxylic Acid Methyl Ester | HCID 67270304 | 63.2% |
Reaction Steps
A mixture of methyl-indole-7-carboxylate (Maybridge, 1.0 g, 5.7 mmol), ethylmagnesium bromide (1.0 M solution in THF, 6.9 mL, 6.9 mmol), zinc chloride (1.0 M solution in Et2O, 6.9 mL, 6.9 mmol) and the product of Example 1A (7.4 mmol) in 25 mL of dichloromethane was processed as described in Example 1B to provide the title compound (1.1 g, 3.6 mmol, 63% yield). MS (DCI/NH3) m/z 300 (M+H)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07750039B2 |
| Source dataset | uspto-grants-2010_07 |
| ORD ID | ord-7244fb1f7a874b64935f4fb4c4acf3dd |
| Source note | uspto-grants-2010_07 |