Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Benzoic Acid | HCID 243 | — |
| Reactant | Piperidine | HCID 8082 | — |
| Reactant | 1,5-Naphthyridine-2-carbaldehyde | HCID 11586336 | — |
| Reactant | HCID 178425042 | HCID 178425042 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | HCID 178425041 | HCID 178425041 | 52.1% |
Reaction Steps
To a suspension of 2-(2-chloro-6-methyl-benzylamino)-thiazol-4-one (40.8 mg, 0.16 mmol), and 1,5-naphthyridine-6-carboxaldehyde (31.6 mg, 0.2 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 130° C. with microwave for 15 min., then cooled to r.t. and diluted with toluene. The solid was collected by filtration and washed with toluene, MeOH and ether to give 2-(2-chloro-6-methyl-benzylamino)-5-[1,5]naphthyridin-2-ylmethylene-thiazol-4-one as a brown solid (32.9 mg, 52.1%). HR-ES (+) m/e calcd. for C20H15ClN4OS: (M+H)+ 395.0728. Found: 395.0728.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US07268231B2 |
|---|
| Source dataset | uspto-grants-2007_09 |
|---|
| ORD ID | ord-f75ebb6dff7746d9b0b137b1bd131c08 |
|---|
| Source note | uspto-grants-2007_09 |
|---|