HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → N-allyl-2-bromo-N-{5-[(cyclopropylamino)carbonyl]-2-methylphenyl}-5-methoxybenzamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 2-Bromo-5-methoxybenzoyl chloride | HCID 2781656 | — |
| Reactant | 3-(allylamino)-N-cyclopropyl-4-methylbenzamide | HCID 67018569 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | N-allyl-2-bromo-N-{5-[(cyclopropylamino)carbonyl]-2-methylphenyl}-5-methoxybenzamide | HCID 67018660 | 93.7% |
Reaction Steps
3-(Allylamino)-N-cyclopropyl-4-methylbenzamide (688 mg) was stirred with 2-bromo-5-methoxybenzene-1-carbonyl chloride (745 mg) and triethylamine (0.83 ml) in THF (10 ml) at room temperature for 2.5 hours and then concentrated. The residue was dissolved in ethyl acetate and washed with 1N HCl (×2), water, brine, dried (magnesium sulfate) and concentrated to yield N-allyl-2-bromo-N-{5-[(cyclopropylamino)carbonyl]-2-methylphenyl}-5-methoxybenzamide as a pale orange solid (1.24 g); Mass Spectrum: M+H+ 443.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07786115B2 |
| Source dataset | uspto-grants-2010_08 |
| ORD ID | ord-a2a2d7090e444c13abbe09c5c7d38e7b |
| Source note | uspto-grants-2010_08 |