HuagongsheHuagongshe Chemistry Print Report · For research reference only
Pyridine → HCID 54715410, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Pyridine | HCID 1049 | — |
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | Trifluoroacetic anhydride | HCID 9845 | — |
| Reactant | HCID 131727396 | HCID 131727396 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 54715410 | HCID 54715410 | — |
Reaction Steps
To a solution of 2-(4-fluorobenzyl)-8,9-dihydroxy-7-(piperidin-4-ylmethyl)-3,4-dihydro-2H-pyrido[1,2-a]pyrazine-1,6-dione mono TFA salt [50 mg, 0.125 mmol; Example 31 (Step 3)] in methylene chloride (2 mL), pyridine (12 μL, 0.149 mmol), trifluoroacetic anhydride (26 mg, 0.149 mmol) and a couple drops of DMF were added. After one hour, the reaction mixture was concentrated under vacuum, and the residue was purified by prep HPLC [Gilson semi preparative HPLC system using a Waters Nova Pak column (10×40 mm I.D. cartridge, C18, 6 μM pore size) eluting with 95-5% water (0.10% TFA)/acetonitrile (0.10% TFA) gradient at 35 mL/min]. The product fractions were collected and lyophilized to provide the title compound as a white solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07517532B2 |
| Source dataset | uspto-grants-2009_04 |
| ORD ID | ord-8022da1bcf7942c296071411fad72575 |
| Source note | uspto-grants-2009_04 |