Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Methanol | HCID 887 | — |
| Reactant | Nitrogen | HCID 947 | — |
| Reactant | HCID 136412252 | HCID 136412252 | — |
| Catalyst | Palladium | HCID 23938 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 136121407 | HCID 136121407 | 50% |
Reaction Steps
Pd/C (175 mg, 10% weight Pd on carbon) was added to a round bottom flask and the flask was flushed with N2. To this flask was then added MeOH (10 mL). After purging the flask again with N2, (S)-1-(2-(2-hydroxyphenyl)-7-methylquinazolin-4-yl)piperidin-3-ylcarbamate (1.75 g, 3.74 mmol) dissolved in EtOAc (60 mL) and MeOH (50 mL) was added. After flushing the flask 3 times with N2, and evacuating it under vacuum, H2 was passed through the vigorously stirring mixture for 4 h until hydrogenation was complete. The mixture was filtered through a pad of Celite. The filtrate was concentrated to afford 2-(4-((S)-3-aminopiperidin-1-yl)-7-methylquinazolin-2-yl)phenol (0.62 g, 50%). LC/MS: m/z 335.5 (M+H)+ at 1.50 min (10%-99% CH3CN (0.035% TFA)/H2O (0.05% TFA)).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07928107B2 |
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| Source dataset | uspto-grants-2011_04 |
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| ORD ID | ord-4565e83036b74ec1831434f92b204e57 |
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| Source note | uspto-grants-2011_04 |
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