Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 1-(Bromomethyl)-4-chlorobenzene | HCID 69329 | — |
| Reactant | 7,8-bis(4-chlorophenyl)-[1,2,4]triazolo[4,3-b]pyridazin-3(2H)-one | HCID 11164161 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 11988882 | HCID 11988882 | 60.4% |
Reaction Steps
To a solution of 7,8-bis(4-chlorophenyl)-[1,2,4]triazolo[4,3-b]pyridazin-3(2H)-one (0.4 g, 1.1 mmol), prepared as described in Example 1 in DMF (5 mL) was added K2CO3 (0.46 g, 3.3 mmol) and 4-chlorobenzyl bromide (0.28 g, 1.3 mmol). The reaction mixture was heated at 60° C. for 20 min. After this time, water (50 mL) was added to the reaction mixture and the resultant solid was collected by filtration. The final product (0.32 g, 60%) was obtained by purification using reverse phase preparative HPLC. MS (M+H)=481; 1H NMR (CDCl3): δ 8.18 (1H, s), 7.25-7.40 (10H, m), 7.08 (2H, d, J=10.0 Hz), 5.18 (2H, s).
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-80bcf39e6083495bbc8a93818d3a86ea |
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| Source note | uspto-grants-2008_05 |
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