Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | N-methoxy-N-methylpyridazine-3-carboxamide | HCID 58197546 | — |
| Reactant | HCID 178418546 | HCID 178418546 | — |
| Catalyst | HCID 178418397 | HCID 178418397 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 1-(Pyridazin-3-yl)ethan-1-ol | HCID 15197511 | 168.4% |
Reaction Steps
To a solution of compound 2 (100 mg, 0.22 mmol) in DMF (10 mL) was added CuCN (40 mg, 0.44 mmol), Pd(PPh3)4 (12 mg, 0.01 mmol) under N2 at room temperature. The resulting mixture was stirred 30 min at 180° C. in a microwave reactor. Water (15 mL) was added and the mixture was extracted with EtOAc (3×20 mL), and the combined organic layers were dried over Na2SO4 and concentrated to give the residue which was purified by preparative TLC on silica gel (petroleum ether:ethyl acetate=5:1) to give compound 3 (46 mg, 52%) as a white solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09212153B2 |
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| Source dataset | uspto-grants-2015_12 |
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| ORD ID | ord-87d3eb0dca4a41c4a86fb421a351189d |
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| Source note | uspto-grants-2015_12 |
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