HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → 2-{4-Fluoro-alpha-[(2-methylquinazolin-5-yl)amino]-2-methoxybenzyl}-1,1,1-trifluoro-4-methylpentan-2-ol
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Ethyl Acetate | HCID 8857 | — |
| Reactant | 2-{4-Fluoro-alpha-[(2-methylquinazolin-5-yl)amino]-2-methoxybenzyl}-1,1,1-trifluoro-4-methylpent-4-en-2-ol | HCID 17985061 | — |
| Catalyst | Palladium | HCID 23938 | — |
| Catalyst | HCID 178418406 | HCID 178418406 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | 2-{4-Fluoro-alpha-[(2-methylquinazolin-5-yl)amino]-2-methoxybenzyl}-1,1,1-trifluoro-4-methylpentan-2-ol | HCID 69208481 | 16.6% |
Reaction Steps
17 mg (0.04 mmol) of (rac.) 2-{4-fluoro-alpha-[(2-methylquinazolin-5-yl)amino]-2-methoxybenzyl}-1,1,1-trifluoro-4-methylpent-4-en-2-ol is shaken in 2 ml of methanol, 2 ml of ethyl acetate and 0.05 ml of triethylamine with 20 mg of palladium on carbon (10%) for 5 hours under hydrogen atmosphere. The reaction mixture is mixed with 200 mg of activated manganese dioxide and filtered through Celite after 10 minutes. It is concentrated by evaporation, and 3 mg of the desired product is obtained after preparative thin-layer chromatography on silica gel (cyclohexane/ethyl acetate 50%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07442794B2 |
| Source dataset | uspto-grants-2008_10 |
| ORD ID | ord-4005c7a4df9140d988bc4f428533afff |
| Source note | uspto-grants-2008_10 |