Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Methanol | HCID 887 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | HCID 66817162 | HCID 66817162 | — |
| Solvent | Toluene | HCID 1140 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 25118716 | HCID 25118716 | — |
Reaction Steps
To N-[3-(3-cyclopropyl-propionyl)-6-methyl-pyridin-2-yl]-N-phenyl-oxalamic acid methyl ester (˜0.3 g) dissolved in toluene was added MeOH (5 mL) and K2CO3 (0.3 g). The mixture was heated to 80° C. for 30 min, cooled to RT, then taken up in EtOAc and washed 2× with LiCl (0.3 wt %, aq). The product was dried over MgSO4, filtered and concentrated, then purified by prep TLC (1:4 EtOAc/hexane) to provide 3-cyclopropylmethyl-7-methyl-4-oxo-1-phenyl-1,4-dihydro[1,8]naphthyridine-2-carboxylic acid methyl ester (compound 142).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08163906B2 |
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| Source dataset | uspto-grants-2012_04 |
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| ORD ID | ord-74e34fff67f14537aa36e8d8a217a01f |
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| Source note | uspto-grants-2012_04 |
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