HuagongsheHuagongshe Chemistry Print Report · For research reference only
4-Cyanobutanoic acid → 4-(3-chlorophenyl)-3-(2-cyanoethyl)-1-ethyl-7-methyl-1,8-naphthyridin-2(1H)-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 4-Cyanobutanoic acid | HCID 38239 | — |
| Reactant | Pivaloyl chloride | HCID 62493 | — |
| Reactant | Sodium Methoxide | HCID 10942334 | — |
| Reactant | 3-(3-Chlorobenzoyl)-2-ethylamino-6-methylpyridine | HCID 11054902 | — |
| Solvent | Ethanol | HCID 702 | — |
| Solvent | Methanol | HCID 887 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 4-(3-chlorophenyl)-3-(2-cyanoethyl)-1-ethyl-7-methyl-1,8-naphthyridin-2(1H)-one | HCID 12991188 | — |
Reaction Steps
After the treatment of 4-cyanobutanoic acid with sodium methoxide in methanol, the treated compound was reacted with pivaloyl chloride in THF. Thus obtained compound was reacted with 3-(3-chlorobenzoyl)-2-ethylamino-6-methylpyridine under heating. Then, the compound obtained by usual work-up was reacted in ethanol in the presence of sodium methoxide under heating. Thereafter, the reaction mixture was worked up and purified in a usual manner to obtain 4-(3-chlorophenyl)-3-(2-cyanoethyl)-1-ethyl-7-methyl-1,8-naphthyridin-2(1H)-one as a pale yellow solid. MS: 352.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06740662B1 |
| Source dataset | uspto-grants-2004_05 |
| ORD ID | ord-d654fb4d8c834d78a26cd3595d5d459f |
| Source note | uspto-grants-2004_05 |