HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium Bicarbonate → HCID 178479640, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | HCID 178418361 | HCID 178418361 | — |
| Reactant | HCID 178516867 | HCID 178516867 | — |
| Catalyst | Palladium | HCID 23938 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | HCID 178479640 | HCID 178479640 | 16% |
Reaction Steps
To a solution of 4-chloro-2-[({1-[2-(7-fluoro-2-oxo-1(2H)-quinolinyl)ethyl]-4-piperidinyl}amino)methyl]-1H-pyrimido[5,4-b][1,4]oxazin-7(6H)-one (see Example 124(j) for a preparation) (67 mg, 0.13 mmol) in methanol (3 mL) was added NaHCO3 (40 mg) followed by 10% palladium over carbon catalyst (30 mg). The resulting mixture was stirred at room temperature under 1 atm of hydrogen (balloon) for 24 h. The reaction mixture was filtered through a nylon filter and the crude residue was purified by chromatography (silica gel) using a 0-20% MeOH/DCM gradient to provide the free base of the title compound (10 mg, 16%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08071592B2 |
| Source dataset | uspto-grants-2011_12 |
| ORD ID | ord-628880e85b2443428f2a2b2d28325647 |
| Source note | uspto-grants-2011_12 |