Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Benzoic Acid | HCID 243 | — |
| Reactant | Piperidine | HCID 8082 | — |
| Reactant | 1,5-Naphthyridine-2-carbaldehyde | HCID 11586336 | — |
| Reactant | HCID 178516940 | HCID 178516940 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | HCID 178518097 | HCID 178518097 | 47.8% |
Reaction Steps
To a suspension of 2-(2-chloro-4-fluoro-benzylamino)-thiazol-4-one (41.4 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-4-fluoro-benzylamino)-5-[1,5]naphthyridin-2-ylmethylene-thiazol-4-one as a brown solid (30.5 mg, 47.8%). HR-ES (+) m/e calcd. for C19H12FClN4OS: (M+H)+ 399.0477. Found: 399.0476.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07268231B2 |
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| Source dataset | uspto-grants-2007_09 |
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| ORD ID | ord-213d4c1757174e7ba1ed9fde1e15a714 |
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| Source note | uspto-grants-2007_09 |
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