Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Methanol | HCID 887 | — |
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | HCID 68513145 | HCID 68513145 | — |
| Catalyst | HCID 178477754 | HCID 178477754 | — |
| Product | HCID 68515064 | HCID 68515064 | — |
Reaction Steps
To a suspension of N-(4-(1-(4-methoxybenzyl)-3-iodo-1H-pyrazolo[3,4-b]pyridin-4-yloxy)-3-fluorophenyl)-2-(4-fluorophenyl)-3-oxo-2,3-dihydropyridazine-4-carboxamide (1.0 g, 1.42 mmol; prepared as in Example 7, Step B) in 1:2 DMF:MeOH (60 mL) was added triethylamine (0.434 ml, 3.11 mmol) and 1,1-bis(diphenylphosphino)ferrocenedichloropalladium(II) (0.116 g, 0.142 mmol). The mixture was purged with N2(g) and CO(g) and then held under balloon pressure CO(g). The mixture was heated at 70° C. and stirred overnight (18 hours). The heat was removed and the excess solvent was evaporated. Diethyl ether (100 mL) was added and the resulting solid removed by filtration to afford the desired product as white solid. Yield (735 mg, 81%). LRMS (APCI pos) m/e 639.1 (M+H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07723330B2 |
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| Source dataset | uspto-grants-2010_05 |
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| ORD ID | ord-f69d873e752a483d84de4aa0eac2d24b |
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| Source note | uspto-grants-2010_05 |
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