HuagongsheHuagongshe Chemistry Print Report · For research reference only
Tetrahydrofuran → N-((1S)-1-cyclohexylethyl)-4-(2-propynyloxy)-3-methoxybenzamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Tetrahydrofuran | HCID 8028 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | (S)-(+)-1-Cyclohexylethylamine | HCID 5325951 | — |
| Reactant | 3-Methoxy-4-(2-propynyloxy)benzoyl chloride | HCID 57445671 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | N-((1S)-1-cyclohexylethyl)-4-(2-propynyloxy)-3-methoxybenzamide | HCID 57701156 | 78.3% |
Reaction Steps
To a mixture of 10 ml of THF and 0.30 g of 3-methoxy-4-(2-propynyloxy)benzoyl chloride were added 0.21 g of (1S)-1-(cyclohexyl)ethylamine and 0.20 g of triethylamine in order at room temperature. The mixture obtained was stirred at room temperature for 4 hours. Then, ethyl acetate was added to the reaction mixture and the mixture was filtered through Celite. The filtrate was concentrated under reduced pressure. The residue was washed with methyl tert-butyl ether and hexane to obtain 0.33 g of N-((1S)-1-cyclohexylethyl)-4-(2-propynyloxy)-3-methoxybenzamide (hereinafter, described as the compound 21 of the present invention) represented by the formula:
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07902400B2 |
| Source dataset | uspto-grants-2011_03 |
| ORD ID | ord-975a8bbb487b43fa81581330c690b362 |
| Source note | uspto-grants-2011_03 |