HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methyl iodide → 6-Methoxy-1-methyl-2-trifluoromethyl-1H-indole-3-carboxylic acid Ethyl Ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methyl iodide | HCID 6328 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | 6-Methoxy-2-trifluoromethyl-1H-indole-3-carboxylic acid ethyl ester | HCID 20767875 | — |
| Product | 6-Methoxy-1-methyl-2-trifluoromethyl-1H-indole-3-carboxylic acid Ethyl Ester | HCID 20767874 | 87.4% |
Reaction Steps
This material was prepared from 6-methoxy-2-trifluoromethyl-1H-indole-3-carboxylic acid ethyl ester 76d (1.64 9, 5.7 mmole) by treatment with NaH (274 mg, 60% in mineral oil, 6.84 mmole) and methyl iodide (1.21 g, 8.55 mmole) and NaH in a manner as previously described for example 16b to give 1.5 g product (87% yield). 1H NMR (300 MHz, CDCl3) δ7.96 (1H, dd, J=3.7, 8.8 Hz), 6.94 (1H, dd, J=2.3, 9.1 Hz), 6.77 (1H, d, J=2.1 Hz), 4.40 (2H, m), 3.89 (3H, s), 3.86 (3H, s), 1.41 (3H, m).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06869962B2 |
| Source dataset | uspto-grants-2005_03 |
| ORD ID | ord-87d9dbd3aa04446ba458f528f8c6ebe9 |
| Source note | uspto-grants-2005_03 |