HuagongsheHuagongshe Chemistry Print Report · For research reference only
Lithium diisopropylamide → 7-methyl-1-(3-methylthiophenyl)-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 | 6-Methyl-2-(3-methylthiophenylamino)nicotinaldehyde | HCID 88021141 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | 7-methyl-1-(3-methylthiophenyl)-3-[3-(pyridin-4-yl)propyl]-1,8-naphthyridin-2(1H)-one | HCID 12074623 | — |
Reaction Steps
The procedure of Example 1 was repeated using 6-methyl-2-(3-methylthiophenylamino)nicotinaldehyde (1.0 eq., prepared in Synthetic Example 2), ethyl 5-(pyridin-4-yl)pentanoate (1.5 eq.) and LDA (1.5 eq.) to obtain 7-methyl-1-(3-methylthiophenyl)-3-[3-(pyridin-4-yl)propyl]-1,8-naphthyridin-2(1H)-one, mp 158 to 159° C./AcOEt, wherein the product was purified through silica gel column chromatography and recrystallization.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06642250B2 |
| Source dataset | uspto-grants-2003_11 |
| ORD ID | ord-4b96177773ce49008d2e9e0ba086cf5c |
| Source note | uspto-grants-2003_11 |