Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Ethanol | HCID 702 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | HCID 70496562 | HCID 70496562 | — |
| Solvent | Water | HCID 962 | — |
| Product | HCID 70496900 | HCID 70496900 | 95% |
Reaction Steps
To a stirred mixture solution of 2-(3-chloro-4-fluoro-phenyl)-4,4-dimethyl-1,2,3,4-tetrahydro-[1,7]naphthyridine-6-carbonitrile (315.0 mg, 1.0 mmol) in ethanol (10.0 mL) was added 50% sodium hydroxide in water (3.5 mL). The reaction mixture was stirred at 90° C. for 6 h. The mixture was neutralized with a 3 N aqueous hydrochloric acid solution and extracted with ethyl acetate (2×100 mL), washed with water, dried over anhydrous sodium sulfate and then concentrated in vacuo to afford 2-(3-chloro-4-fluoro-phenyl)-4,4-dimethyl-1,2,3,4-tetrahydro-[1,7]naphthyridine-6-carboxylic acid (317.9 mg, 95%) as a light white solid which was used for next step without further purification: MS (ESI) M+1=335.1.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08809369B2 |
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| Source dataset | uspto-grants-2014_08 |
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| ORD ID | ord-618588d08a82435084286e7eaa1960d7 |
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| Source note | uspto-grants-2014_08 |
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