Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Formaldehyde | HCID 712 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | Sodium cyanoborohydride | HCID 5003444 | — |
| Reactant | HCID 23156736 | HCID 23156736 | — |
| Solvent | Acetic Acid | HCID 176 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | HCID 23156817 | HCID 23156817 | 88% |
Reaction Steps
0.1 ml of acetic acid, 26.2 μl of a 37% formalin aqueous solution, and 25.3 mg (0.403 mmol) of sodium cyanoborohydride were added to 1 ml of a methanol solution containing 28 mg of the 7-(2,2-dimethylhydrazino)-3-(2-trifluoromethylphenyl)-2H-isoquinolin-1-one obtained in Example 149. The obtained mixture was stirred at a room temperature overnight. Thereafter, a saturated sodium bicarbonate aqueous solution was added to the reaction solution. The mixture was extracted with ethyl acetate, and was then dried over anhydrous sodium sulfate. The extract was concentrated. The obtained residue was purified by silica gel column chromatography (ethyl acetate:hexane=1:2 to 2:1), so as to obtain 25.5 mg (88%) of 3-(2-trifluoromethylphenyl)-7-(1,2,2-trimethylhydrazino)-2H-isoquinolin-1-one in the form of a light yellow solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08143274B2 |
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| Source dataset | uspto-grants-2012_03 |
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| ORD ID | ord-0328e55f9a27489d83fe7a9751b6bf52 |
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| Source note | uspto-grants-2012_03 |
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