HuagongsheHuagongshe Chemistry Print Report · For research reference only
Isobutylamine → HCID 59536365, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Isobutylamine | HCID 6558 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | 4-Nitrophenyl chloroformate | HCID 82129 | — |
| Reactant | (R)-1-(4-(trifluoromethyl)phenyl)-1,2,3,4-tetrahydroisoquinoline | HCID 28293305 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 59536365 | HCID 59536365 | — |
Reaction Steps
To a stirred mixture of (R)-1-(4-(trifluoromethyl)phenyl)-1,2,3,4-tetrahydroisoquinoline (0.100 g, 0.36 mmol) and DIEA (0.082 mL, 0.47 mmol) in THF (2 mL) was added 4-nitrophenyl chloroformate (0.080 g, 0.40 mmol). The reaction mixture was stirred for 30 min, 2-methylpropan-1-amine (0.036 mL, 0.36 mmol) was added and stirring was continued for 14 h, then heated at reflux for 24 h, cooled, taken up in H2O, extracted with EtOAc (3×), dried over MgSO4, concentrated and purified by ISCO (20% EtOAc/hexanes) to give the title compound. MS (ESI, positive ion) m/z: 377 (M+1).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08476297B2 |
| Source dataset | uspto-grants-2013_07 |
| ORD ID | ord-c8fe7484af5b4143bd22dd9253eb294b |
| Source note | uspto-grants-2013_07 |