Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 7,8-bis(4-chlorophenyl)-[1,2,4]triazolo[4,3-b]pyridazin-3(2H)-one | HCID 11164161 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 59716599 | HCID 59716599 | 40% |
Reaction Steps
A solution of 7,8-bis(4-chlorophenyl)-[1,2,4]triazolo[4,3-b]pyridazin-3(2H)-one, (40 mg, 0.11 mmol), prepared as described in Example 1,2-bromo-N,4-dimethylpentanamide (25 mg) and K2CO3 (31 mg, 0.22 mmol) in DMF (2 ml), was heated at 85° C. for 1.5 hours. After this time, the reaction mixture was cooled to RT and diluted with ethyl acetate. The resultant solution was washed with water. The organic layer was dried over Na2SO4, filtered and concentrated. The crude product was purified using reverse phase preparative HPLC to give the title compound, 2-(7,8-bis(4-chlorophenyl)-3-oxo-[1,2,4]triazolo[4,3-b]pyridazin-2(3H)-yl)-N,4-dimethylpentanamide (28 mg, 40%) as a yellow solid. MS M+H=484; 1H NMR (CDCl3) δ 8.23 (1H), 7.36-7.30 (6H), 7.12 (2H), 6.90 (1H), 5.13 (1H), 2.81 (3H), 2.22 (1H), 1.98 (1H), 1.42 (1H), 0.93 (6H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07378418B2 |
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| Source dataset | uspto-grants-2008_05 |
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| ORD ID | ord-9cc62cd7c6d9469c9008f2f26aed4618 |
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| Source note | uspto-grants-2008_05 |
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