Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Pyridine | HCID 1049 | — |
| Reactant | Hydroxyamine hydrochloride | HCID 443297 | — |
| Reactant | HCID 86753843 | HCID 86753843 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | HCID 86753842 | HCID 86753842 | 97% |
Reaction Steps
To a solution of Compound (62) (375 mg, 0.67 mmol) in 10 ml of ethanol was added 1.08 ml (13.4 mmol) of pyridine and 70 mg (1.00 mmol) of hydroxylamine hydrochloride, and the mixture stirred for 7 hours at room temperature. The reaction mixture was concentrated under reduced pressure to a half volume, and ethyl acetate and water were added thereto. After neutralizing with 0.2N HCl, the mixture was extracted with ethyl acetate. The extract was washed with an aqueous saturated sodium hydrogen carbonate solution and saturated brine, dried over anhydrous sodium sulfate, and concentrated under reduced pressure. The residue was purified by a silica gel column chromatography (silica gel 18 g; chloroform:methanol=19: 1) to give 373 mg (97%) of Compound (63).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US05876984 |
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| Source dataset | uspto-grants-1999_03 |
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| ORD ID | ord-326727f655114b308b81faf3c787fb6d |
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| Source note | uspto-grants-1999_03 |
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