HuagongsheHuagongshe Chemistry Print Report · For research reference only
Cesium carbonate → HCID 66701256, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | 4-(Trifluoromethyl)benzylamine | HCID 76804 | — |
| Reactant | Binap, (A+-)- | HCID 634876 | — |
| Reactant | HCID 86619675 | HCID 86619675 | — |
| Catalyst | palladium(II) acetate | HCID 167845 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 66701256 | HCID 66701256 | 94.4% |
Reaction Steps
2-Methyl-2-[(1-trifluoromethanesulfonyloxy-naphthalene-2-carbonyl)-amino]-propionic acid methyl ester (142 mg), 4-trifluoromethyl benzyl amine (119 mg) and a catalytic amount of palladium acetate and BINAP, together with cesium carbonate (277 mg) in THF (3 ml) were heated in a microwave reactor for 55 min at 80° C. The reaction mixture was diluted with ethyl acetate (60 ml), which was washed with water (25 ml) and brine (10 ml) and then dried over sodium sulfate. The solvent was removed in vacuo, and the residue was purified by silica gel chromatography. 142 mg of 2-methyl-2-{[1-(4-trifluoromethyl-benzylamino)-naphthalene-2-carbonyl]-amino}-propionic acid methyl ester was obtained as light yellow oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07919628B2 |
| Source dataset | uspto-grants-2011_04 |
| ORD ID | ord-8b210b50489d4778ad421b5ac4bc4d4b |
| Source note | uspto-grants-2011_04 |