Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | HCID 17838022 | HCID 17838022 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 17838229 | HCID 17838229 | 43.2% |
Reaction Steps
N1-(1H-5-Indazolyl)-2-(benzylamino)acetamide (Example 173) (56 mg) was dissolved in tetrahydrofuran (1 ml), and a borane-tetrahydrofuran complex (1.0 ml) was added to the solution at room temperature. The reaction mixture was stirred at 50° C. for 6 hr, and 1 N hydrochloric acid (0.5 ml) was then added, followed by stirring at the same temperature for one hr. A saturated aqueous sodium hydrogencarbonate solution (2 ml) was added thereto, and the mixture was extracted with chloroform-propanol (3/1). The organic layer was dried over anhydrous sodium sulfate, and the solvent was removed by distillation under the reduced pressure. The residue was purified by preparative TLC [chloroform/methanol] to give the title compound (23 mg, yield 43%)
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07217722B2 |
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| Source dataset | uspto-grants-2007_05 |
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| ORD ID | ord-b80fbeaa03f34f0a9090fe1df3e936bb |
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| Source note | uspto-grants-2007_05 |
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