Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | O-Methylhydroxylamine hydrochloride | HCID 521874 | — |
| Reactant | HCID 86601135 | HCID 86601135 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Acetonitrile ethanol | HCID 21984225 | — |
| Product | HCID 73041485 | HCID 73041485 | — |
Reaction Steps
22 mg (0.257 mmol) of O-methylhydroxylamine hydrochloride and 36 μL (0.257 mmol) of triethylamine were added to a solution of 85 mg (0.185 mmol) of 5-[5-(4-chlorophenyl)pyridin-2-ylethynyl]-2-[2-(4-methylpiperidin-1-yl)ethoxy]benzaldehyde (Example 14.1c) in 2 mL of acetonitrile/EtOH (1:1) and the mixture was stirred for 16 hours at 75° C. The reaction mixture was diluted with water and the aqueous phase exhaustively extracted with DCM. The combined organic phases were dried over magnesium sulfate and evaporated down in vacuo. Yield: 40 mg (44% of theoretical); C29H30ClNO3O2 (M=488.020); calc.: molpeak (M+H)+: 488/490 (Cl); found: molpeak (M+H)+: 488/490 (Cl); HPLC-MS: 6.04 minutes (method A).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07592358B2 |
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| Source dataset | uspto-grants-2009_09 |
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| ORD ID | ord-84265fcc88ff4db0afc25fb5cea8a7bb |
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| Source note | uspto-grants-2009_09 |
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