Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | Ammonium Chloride | HCID 25517 | — |
| Reactant | HCID 66699966 | HCID 66699966 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | HCID 66700091 | HCID 66700091 | 57.4% |
Reaction Steps
[Step 4] 9.5 mg of the 6-acetyl-9-(4-chlorophenylamino)-7-methyl-3-tosyl-6,7,8,9-tetrahydro-3H-pyrrolo[3.2-f]quinoline were dissolved in methanol (1 mL) followed by adding 4 M aqueous sodium hydroxide solution (1 mL) and stirring for 30 minutes at 80° C. After allowing to cool to room temperature, the reaction liquid was neutralized by addition of saturated aqueous ammonium chloride solution followed by extracting with chloroform, washing the organic layer with saturated brine, dehydrating with anhydrous sodium sulfate and concentrating under reduced pressure. The resulting residue was purified by PLC (chloroform:methanol=20:1) to obtain 3.8 mg of the target compound in the form of a yellow oil (59.4%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08604030B2 |
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| Source dataset | uspto-grants-2013_12 |
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| ORD ID | ord-68f0fd93d60948d68f44b057e47ce24c |
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| Source note | uspto-grants-2013_12 |
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