HuagongsheHuagongshe Chemistry Print Report · For research reference only
Lithium diisopropylamide → 1-(4-chloro-3-nitrophenyl)-3-[3-(pyridin-4-yl)propyl]-1,8-naphthyridin-2(1H)-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Lithium diisopropylamide | HCID 2724682 | — |
| Reactant | Ethyl 5-(4-pyridyl)pentanoate | HCID 11241221 | — |
| Reactant | 2-(4-Chloro-3-nitrophenylamino)nicotinaldehyde | HCID 21936640 | — |
| Product | 1-(4-chloro-3-nitrophenyl)-3-[3-(pyridin-4-yl)propyl]-1,8-naphthyridin-2(1H)-one | HCID 21936612 | 34% |
Reaction Steps
The procedure of Example 1 was repeated using 2-(4-chloro-3-nitrophenylamino)nicotinaldehyde (1.0 eq.; prepared in Synthetic Example 1d)), ethyl 5-(pyridin-4-yl)pentanoate (1.5 eq.; prepared in Synthetic Example 2) and LDA (1.5 eq.) to obtain 1-(4-chloro-3-nitrophenyl)-3-[3-(pyridin-4-yl)propyl]-1,8-naphthyridin-2(1H)-one (yield 34%). The target product was purified through flash column chromatography and recrystallization, mp 136–137° C./DMF.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07115623B2 |
| Source dataset | uspto-grants-2006_10 |
| ORD ID | ord-00b272002f284bbca184de431d4a9a0f |
| Source note | uspto-grants-2006_10 |