HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methylamine → 6-Methoxy-N-methyl-2-(1-methylethyl)-3-benzofurancarboxamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methylamine | HCID 6329 | — |
| Reactant | Oxalyl chloride | HCID 65578 | — |
| Reactant | Aluminum(III) Chloride | HCID 6451240 | — |
| Reactant | 6-Methoxy-2-(1-methylethyl)benzofuran | HCID 10797752 | — |
| Product | 6-Methoxy-N-methyl-2-(1-methylethyl)-3-benzofurancarboxamide | HCID 20767801 | 60% |
Reaction Steps
Example 15(b) was prepared from 6-methoxy-2-(1-methylethyl)benzofuran 15a (263 mg, 1.36 mmole) by acylation with oxalyl chloride in the presence of AlCl3, followed by treatment with methylamine in a manner as previously described for example 1c to give 200 mg (60%) of an off-white solid. 1H NMR (DMSO-d6) δ7.83 (1H, d, J=4.8 Hz), 7.56 (1H, d, J=8.8 Hz), 7.20 (1H, d, J=2.3 Hz), 6.89 (1H, dd, J=2.3, 8.8 Hz), 3.78 (3H, s), 3.68-3.61 (1H, m), 2.78 (3H, d, J=4.8 Hz), 1.26 (6H, d, J=6.8 Hz).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06869962B2 |
| Source dataset | uspto-grants-2005_03 |
| ORD ID | ord-e7f8e85574a146b895a86b654ce8a628 |
| Source note | uspto-grants-2005_03 |