Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Benzoic Acid | HCID 243 | — |
| Reactant | Piperidine | HCID 8082 | — |
| Reactant | 1,5-Naphthyridine-2-carbaldehyde | HCID 11586336 | — |
| Reactant | HCID 178516939 | HCID 178516939 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Toluene | HCID 1140 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 178518087 | HCID 178518087 | 37.4% |
Reaction Steps
To a suspension of 2-(2-chloro-benzylamino)-thiazol-4-one (77.0 mg, 0.32 mmol), and 1,5-naphthyridine-6-carboxaldehyde (63.2 mg, 0.40 mmol) in toluene (1 mL) in a microwave tube were added benzoic acid (2.0 mg, 0.02 mmol) and piperidine (1.7 uM, 0.02 mmol). The reaction mixture was heated to 150° C. with microwave for 10 min. and then cooled to r.t. The solid was filtered off, washed with toluene to give a brown solid, which was dissolved in 1 mL hot DMF and diluted with water. The precipitates were collected and washed with water, acetone and ether, dried to give 2-(2-chloro-benzylamino)-5-[1,5] naphthyridin-2-ylmethylene-thiazol-4-one as a light brown solid (45.6 mg, 37.4%). HR-ES (+) m/e calcd. for C19H13ClN4OS: (M+H)+ 381.0572. Found: 381.0572.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US07268231B2 |
|---|
| Source dataset | uspto-grants-2007_09 |
|---|
| ORD ID | ord-6123e585736d477ba7243cd0b65f11d2 |
|---|
| Source note | uspto-grants-2007_09 |
|---|