HuagongsheHuagongshe Chemistry Print Report · For research reference only
Acetic Acid → 3-benzyl-9-(4-chlorophenyl)-8-(2,4-dichlorophenyl)-2,4,6-trimethyl-4,6-dihydropyrimido[5,4-c]-1,8-naphthyridin-5(3H)-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Acetic Acid | HCID 176 | — |
| Reactant | Benzylamine | HCID 7504 | — |
| Reactant | Sodium triacetoxyborohydride | HCID 5049666 | — |
| Reactant | Naphthyridinone | HCID 11386747 | — |
| Solvent | 1,2-Dichloroethane | HCID 11 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 3-benzyl-9-(4-chlorophenyl)-8-(2,4-dichlorophenyl)-2,4,6-trimethyl-4,6-dihydropyrimido[5,4-c]-1,8-naphthyridin-5(3H)-one | HCID 58810123 | — |
Reaction Steps
The product of Example 1 (80 mg) in 1,2-dichlorethane (1.5 mL) was combined with benzyl amine (16 μL), sodium triacetoxyborohydride (32 mg) and acetic acid (8.5 μL). The reaction was stirred for two days at room temperature. The reaction mixture was diluted with CH2Cl2 and washed with aqueous NaOH (1 M) and brine. The concentrated residue was purified by preparative TLC on silica gel eluted with 30% EtOAc in CH2Cl2 affording the title compound. HPLC/MS: 587.1 (M+1), 589.1 (M+3); Rt=3.86 min.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07728141B2 |
| Source dataset | uspto-grants-2010_06 |
| ORD ID | ord-1e2d4e90a2324ca691792e7abbe38fab |
| Source note | uspto-grants-2010_06 |