HuagongsheHuagongshe Chemistry Print Report · For research reference only
6,7-Dimethoxy-1,2,3,4-Tetrahydroisoquinoline → 6,7-Dimethoxy-2-{[5-(4-methylphenyl)isoxazol-4-yl]carbonyl}-1,2,3,4-tetrahydroisoquinoline
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 6,7-Dimethoxy-1,2,3,4-Tetrahydroisoquinoline | HCID 15623 | — |
| Reactant | 5-(P-tolyl)isoxazole-4-carbonyl chloride | HCID 72942906 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 6,7-Dimethoxy-2-{[5-(4-methylphenyl)isoxazol-4-yl]carbonyl}-1,2,3,4-tetrahydroisoquinoline | HCID 59170071 | — |
Reaction Steps
To 5-(4-methylphenyl)isoxazole-4-carbonyl chloride (10 mg, 0.045 mmol) in dichloromethane (1 mL) was added 6,7-dimethoxy-1,2,3,4-tetrahydroisoquinoline (11 mg, 0.052 mmol, 1.2 eq.), and the reaction mixture was stirred for 1 h. The solvent was removed, and the residue was purified by preparative reverse-phase HPLC to give the title compound. HRMS (ESI, pos. ion) m/z calcd for C22H22N2O4: 378.1580, found 378.1585.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07666888B2 |
| Source dataset | uspto-grants-2010_02 |
| ORD ID | ord-bef43a353b2540908f1cd70e2dda55ec |
| Source note | uspto-grants-2010_02 |