Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydroxylamine | HCID 787 | — |
| Reactant | Potassium Hydroxide | HCID 14797 | — |
| Reactant | HCID 66777345 | HCID 66777345 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 44182594 | HCID 44182594 | 63.9% |
Reaction Steps
To a solution of methyl 7-(1-cyclopropyl-1H-benzo[d]imidazol-2-yl)heptanoate (80 mg, 0.27 mmol) in THF at 0° C. was added 50% hydroxylamine solution (0.16 mL, 2.6 mmol). To this was added KOH (0.80 mL, 1M in MeOH, 0.80 mmol) dropwise. The reaction was stirred at 0° C. for 2 hr, briefly concentrated and neutralized by adding 1 N HCl solution until pH was 7. The mixture was extracted with ethyl acetate, dried and concentrated. The residue was purified by biotage column chromatography to give 7-(1-cyclopropyl-1H-benzo[d]imidazol-2-yl)-N-hydroxyheptanamide 24 (52 mg). MS (M+1=302)
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08987468B2 |
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| Source dataset | uspto-grants-2015_03 |
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| ORD ID | ord-15879c9801ea47f999d57b3eb7708eb3 |
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| Source note | uspto-grants-2015_03 |
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