HuagongsheHuagongshe Chemistry Print Report · For research reference only
Dichloromethane → 6-Methoxy-1,2-dimethyl-N-(3-morpholin-4-ylpropyl)-1H-indole-3-carboxamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Dichloromethane | HCID 6344 | — |
| Reactant | N-(3-Aminopropyl)morpholine | HCID 61055 | — |
| Reactant | Oxalyl chloride | HCID 65578 | — |
| Reactant | 1,2-dimethyl-6-methoxy1H-indole-3-carboxylic acid | HCID 22143494 | — |
| Product | 6-Methoxy-1,2-dimethyl-N-(3-morpholin-4-ylpropyl)-1H-indole-3-carboxamide | HCID 22143577 | 59% |
Reaction Steps
This material was prepared from 6-methoxy-1,2-dimethyl-1H-indole-3-carboxylic acid 16c (0.483 g, 2.20 mmole) with 2.0 M oxalyl chloride in CH2Cl2 (2.2 ml, 4.4 mmole) and 3-morpholin-4-ylpropylamine in a manner as previously described for example 16d to give a white solid (0.445 g, 59%). 1H NMR (300 MHz, CDCl3) δ7.60 (1H, d, J=8.6 Hz), 6.82 (1H, dd, J=2.3, 8.6 Hz), 6.77 (1H, d, J=2.3 Hz), 6.71 (1H, s), 3.87 (3H, s), 3.62 (3H, s), 3.57 (6H, m), 2.69 (3H, s), 2.50 (2H, t, J=6.6 Hz), 2.43 (4H, m), 1.81 (2H, m); ESIMS (MH+): 346.20.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06869962B2 |
| Source dataset | uspto-grants-2005_03 |
| ORD ID | ord-3e0a66e912424a9ea001c550aadf430e |
| Source note | uspto-grants-2005_03 |