HuagongsheHuagongshe Chemistry Print Report · For research reference only
Lithium diisopropylamide → 1-(3-nitrophenyl)-3-[3-(pyridin-3-yl)propyl]-1,8-naphthyridin-2(1H)-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Lithium diisopropylamide | HCID 2724682 | — |
| Reactant | 2-(3-Nitro-phenylamino)-pyridine-3-carbaldehyde | HCID 12114952 | — |
| Reactant | Ethyl 5-(pyridin-3-yl)pentanoate | HCID 12904538 | — |
| Solvent | N,N-dimethylformamide ethanol | HCID 19794673 | — |
| Product | 1-(3-nitrophenyl)-3-[3-(pyridin-3-yl)propyl]-1,8-naphthyridin-2(1H)-one | HCID 12074622 | — |
Reaction Steps
The procedure of Example 1 was repeated using 2-(3-nitrophenylamino)nicotinaldehyde (1.0 eq.), ethyl 5-(pyridin-3-yl)pentanoate (1.1 eq., prepared in Synthetic Example 9) and LDA (1.5 eq.) to obtain 1-(3-nitrophenyl)-3-[3-(pyridin-3-yl)propyl]-1,8-naphthyridin-2(1H)-one, mp 172 to 173° C./DMF-EtOH. 1H NMR(CDCl3) δ: 2.02-2.11(2H, m), 2.71-2.79 (4H, m), 7.18-7.24 (2H, m), 7.54-7.92(5H, m), 8.19-8.20 (1H, m), 8.34-8.49(4H, m).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06642250B2 |
| Source dataset | uspto-grants-2003_11 |
| ORD ID | ord-28d525cc6d9640bfac052acaada011b8 |
| Source note | uspto-grants-2003_11 |