HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ethyl Acetate → 6-(2-Benzyl-6-methylphenyl)-3-morpholinoquinolin-2-amine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ethyl Acetate | HCID 8857 | — |
| Reactant | (2-(2-Amino-3-morpholinoquinolin-6-yl)-3-methylphenyl)(phenyl)methanol | HCID 67350995 | — |
| Catalyst | Palladium | HCID 23938 | — |
| Catalyst | Palladium hydroxide | HCID 9942167 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | 6-(2-Benzyl-6-methylphenyl)-3-morpholinoquinolin-2-amine | HCID 53328992 | — |
Reaction Steps
A mixture of (2-(2-amino-3-morpholinoquinolin-6-yl)-3-methylphenyl)(phenyl)methanol (0.245 g, 0.576 mmol) and palladium hydroxide, 20 wt % Pd (dry basis) on carbon, wet (0.380 g, 2.71 mmol) in ethanol (15 mL) and ethyl acetate (5.0 mL) was stirred under H2 balloon overnight. 400 mg more Pd(OH)2 was added and stirred for 72 h. The product mixture was filtered through a pad of celite. The filtrate was concentrated and purified on HPLC (10-100% MeCN/H2O with 0.1% TFA) to afford 6-(2-benzyl-6-methylphenyl)-3-morpholinoquinolin-2-amine as white solid. MS (ESI, pos. ion) m/z: 410 (M+1).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08735384B2 |
| Source dataset | uspto-grants-2014_05 |
| ORD ID | ord-54ea88f2e43349b29bcbb3da9323a0c3 |
| Source note | uspto-grants-2014_05 |