HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methanol → 6-(4-(1-(2-(Dimethylamino)ethyl)-4-(4-fluoro-3-(trifluoromethyl)phenyl)-1H-imidazol-2-yl)piperidin-1-yl)-5-ethylpyrimidin-4-amine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methanol | HCID 887 | — |
| Reactant | 6-[4-[1-[2-(Dimethylamino)ethyl]-4-[4-fluoro-3-(trifluoromethyl)phenyl]imidazol-2-yl]piperidin-1-yl]-5-ethenylpyrimidin-4-amine;2,2,2-trifluoroacetic acid | HCID 131733531 | — |
| Catalyst | Palladium | HCID 23938 | — |
| Product | 6-(4-(1-(2-(Dimethylamino)ethyl)-4-(4-fluoro-3-(trifluoromethyl)phenyl)-1H-imidazol-2-yl)piperidin-1-yl)-5-ethylpyrimidin-4-amine | HCID 89442465 | — |
Reaction Steps
In a 10 mL round-bottom flask containing 6-{4-[1-(2-dimethylamino-ethyl)-4-(4-fluoro-3-trifluoromethyl-phenyl)-1H-imidazol-2-yl]-piperidin-1-yl}-5-vinyl-pyrimidin-4-ylamine; compound with trifluoro-acetic acid (25.00 mg; 0.04 mmol; 1.00 eq.) in methanol (2.00 ml; 49.37 mmol; 1231.95 eq.) under argon was slowly poured 10% Pd/C (80.00 mg; 0.75 mmol; 18.76 eq.). The round-bottom flask was vacuumed and then filled with H2. The procedure was repeated for 4 more times before the mixture was stirred at rt for O/N under H2 (balloon). The obtained mixture was filtered and then purified with Waters pre-HPLC. LC-MS: (M+1=506, obsd.=506).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09145392B2 |
| Source dataset | uspto-grants-2015_09 |
| ORD ID | ord-765631dae9c84bfba5970c8ece4253da |
| Source note | uspto-grants-2015_09 |