HuagongsheHuagongshe Chemistry Print Report · For research reference only
Oxalyl chloride → 6-Methoxy-1,2-dimethyl-1H-indol-3-carboxylic acid cyclopropylamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Oxalyl chloride | HCID 65578 | — |
| Reactant | Cyclopropylamine | HCID 69828 | — |
| Reactant | 1,2-dimethyl-6-methoxy1H-indole-3-carboxylic acid | HCID 22143494 | — |
| Product | 6-Methoxy-1,2-dimethyl-1H-indol-3-carboxylic acid cyclopropylamide | HCID 20767914 | 82% |
Reaction Steps
This material was prepared from 1,2-dimethyl-6-methoxy1H-indole-3-carboxylic acid 16c (500 mg, 2.3 mmole), oxalyl chloride (0.4 ml, 4.6 mmole) and cyclopropylamine (1.6 ml, 23 mmole) in a manner as previously described for example 16d to give 480 mg (82%) of a white solid. 1H NMR (DMSO-d6 δ7.57 (1H, d, J=3.8 Hz), 7.50 (1H, d, J=8.8 Hz), 6.99 (1H, d, J=2.3 Hz), 6.71 (1H, dd, J=2.3, 8.8 Hz), 3.78 (3H, s), 3.63 (3H, s), 2.83-2.80 (1H, m), 2.51 (3H, s), 0.68-0.62 (2H, m), 0.57-0.53 (2H, m).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06869962B2 |
| Source dataset | uspto-grants-2005_03 |
| ORD ID | ord-5e5050547159475bbf25c3c516eeb000 |
| Source note | uspto-grants-2005_03 |