HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium Carbonate → 3-(2,6-dichloro-3-nitro-phenyl)-1H-[1,6]naphthyridin-2-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | 2-(2,6-dichloro-3-nitro-phenyl)-N-(3-formyl-pyridin-4-yl)-acetamide | HCID 59833859 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | 3-(2,6-dichloro-3-nitro-phenyl)-1H-[1,6]naphthyridin-2-one | HCID 59833918 | 79% |
Reaction Steps
A solution of 2-(2,6-dichloro-3-nitro-phenyl)-N-(3-formyl-pyridin-4-yl)-acetamide (5.0 g, 14.12 mmol) and Na2CO3 (2.5 g) in MeOH (300 mL) is heated for 15 minutes at 70° C. After filtration of the reaction mixture, the solvent is removed by concentration to give crude product, which is purified by flash silica gel column elute with CH2Cl2 (100%) gradient to CH2Cl2/MeOH (2N NH3) (93/7%) to give the titled intermediate as a solid (3.75 g, 77.7%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07449582B2 |
| Source dataset | uspto-grants-2008_11 |
| ORD ID | ord-4b99fbcd4e8446b9be2e524b54b79be4 |
| Source note | uspto-grants-2008_11 |