Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | Ethanol hydrochloride | HCID 21887872 | — |
| Reactant | HCID 69000275 | HCID 69000275 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | HCID 11575876 | HCID 11575876 | 55.1% |
Reaction Steps
(E)-4-{4-[2-(1H-indazol-3-yl)vinyl]-3-[(3-methylthiophene-2-carbonyl)amino]phenyl}piperazine-1-carboxylic acid tert-butyl ester (51 mg, 0.09 mmol) obtained in Step 4 was dissolved in ethanol (2.0 ml) and the solution was added with 1 mol/L hydrogen chloride-ethanol solution (1.0 mL), followed by stirring for 1 hour. To the reaction mixture under ice-cooling, 6 mol/L aqueous sodium hydroxide solution was added to neutralize the mixture. Then the mixture was filtered. The filtrate was added with saturated aqueous sodium hydrogencarbonate solution and extracted with ethyl acetate. The organic layer was washed with water and saturated brine, dried over anhydrous magnesium sulfate and the solvent was evaporated under reduced pressure. The residue was triturated in methanol to obtain Compound 274 (22 mg, 55%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07605272B2 |
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| Source dataset | uspto-grants-2009_10 |
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| ORD ID | ord-662c3159b4eb4668833f0ef7e0ec8683 |
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| Source note | uspto-grants-2009_10 |
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