Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Pyridazine | HCID 9259 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | 3-Bromo-2-fluorobenzaldehyde | HCID 22019361 | — |
| Reactant | HCID 23103637 | HCID 23103637 | — |
| Reactant | HCID 178418821 | HCID 178418821 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 86730395 | HCID 86730395 | 100% |
Reaction Steps
A solution of pyridazine (0.078 mL, 1.075 mmol) in THF (2.0 mL) and a solution of 3-bromo-2-fluorobenzaldehyde (0.200 g, 0.985 mmol) in THF (2.0 mL) were added simultaneously to a cold solution of LTMP at −78° C. The mixture was stirred at −78° C. for 4 h, followed by the addition of excess of HCl/EtOH/THF. The solution was allowed to warm to room temperature, then treated with a saturated aqueous solution of NaHCO3 and extracted with CH2Cl2 (3×). The organic phases were combined, dried over Na2SO4, filtered, and concentrated to afford the title compound (0.254 g, 0.897 mmol, 100% yield) as a yellow residue.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09242967B2 |
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| Source dataset | uspto-grants-2016_01 |
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| ORD ID | ord-0910fb26bd7447c3ab08f0b4645332c0 |
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| Source note | uspto-grants-2016_01 |
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