HuagongsheHuagongshe Chemistry Print Report · For research reference only
Acetone → 6-(2-(Amino(phenyl)methyl)-6-methylphenyl)-3-morpholinoquinolin-2-amine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Acetone | HCID 180 | — |
| Reactant | Sodium borohydride | HCID 4311764 | — |
| Reactant | 6-(2-(Imino(phenyl)methyl)-6-methylphenyl)-3-morpholinoquinolin-2-amine | HCID 86676838 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | 6-(2-(Amino(phenyl)methyl)-6-methylphenyl)-3-morpholinoquinolin-2-amine | HCID 53328823 | — |
Reaction Steps
To a cooled (ice bath) solution of 6-(2-(imino(phenyl)methyl)-6-methylphenyl)-3-morpholinoquinolin-2-amine (0.058 g, 0.137 mmol) in MeOH (5.0 mL) was added sodium borohydride, 99% (0.033 mL, 0.925 mmol). The mixture was then warmed to RT and stirred for 1 h. The excess NaBH4 was then treated with acetone. The resulted solution was concentrated and purified on HPLC (10-100% MeCN/H2O with 0.1% TFA modifier) to afford 6-(2-(amino(phenyl)methyl)-6-methylphenyl)-3-morpholinoquinolin-2-amine as white solid. MS (ESI, pos. ion) m/z: 425 (M+1).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08735384B2 |
| Source dataset | uspto-grants-2014_05 |
| ORD ID | ord-f2edd59c31ef4d9faec09fa3f371489d |
| Source note | uspto-grants-2014_05 |