HuagongsheHuagongshe Chemistry Print Report · For research reference only
4-Fluorophenyl isocyanate → (1R,3S)-1-(4-bromophenyl)-N-(4-fluorophenyl)-3-methyl-3,4-dihydroisoquinoline-2(1H)-carboxamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 4-Fluorophenyl isocyanate | HCID 70955 | — |
| Reactant | (1R,3S)-1-(4-bromophenyl)-3-methyl-1,2,3,4-tetrahydroisoquinoline | HCID 59536341 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | (1R,3S)-1-(4-bromophenyl)-N-(4-fluorophenyl)-3-methyl-3,4-dihydroisoquinoline-2(1H)-carboxamide | HCID 59536370 | — |
Reaction Steps
To a solution of (1R,3S)-1-(4-bromophenyl)-3-methyl-1,2,3,4-tetrahydroisoquinoline (48.5 mg, 160 μmol) in CH2Cl2 (1.0 mL) at RT was added 1-fluoro-4-isocyanatobenzene (28.9 μL, 249 μmol). The reaction was stirred 4 h and directly purified by reverse phase HPLC to give (1R,3S)-1-(4-bromophenyl)-N-(4-fluorophenyl)-3-methyl-3,4-dihydroisoquinoline-2(1H)-carboxamide as a white solid. MS (ESI pos. ion) m/z: 439, 441 (M+1).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08476297B2 |
| Source dataset | uspto-grants-2013_07 |
| ORD ID | ord-77bea610ce9a4a198f7f0cf32d383a54 |
| Source note | uspto-grants-2013_07 |