Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Toluene | HCID 1140 | — |
| Reactant | 2-Bromopyridine | HCID 7973 | — |
| Reactant | Potassium tert-butoxide | HCID 23665647 | — |
| Reactant | N-[6-(3-aminophenoxy)imidazo[1,2-a]pyridin-2-yl]cyclopropanecarboxamide | HCID 57749361 | — |
| Solvent | Sodium Bicarbonate | HCID 516892 | — |
| Product | HCID 57749220 | HCID 57749220 | 40.1% |
Reaction Steps
A mixture of N-[6-(3-aminophenoxy)imidazo[1,2-a]pyridin-2-yl]cyclopropanecarboxamide (19.7 mg, 0.064 mmol), 2-bromopyridine (15.4 mg, 0.098 mmol), tris(dibenzylideneacetone)2 palladium(0) (6.1 mg, 0.007 mmol), 5-bis(diphenylphosphino)-9,9-dimethylxanthene (3.9 mg, 0.007 mmol), potassium t-butoxide (18.1 mg, 0.161 mmol) and toluene (4.0 mL) was stirred at 120° C. for 15 hr. The reaction mixture was diluted with aqueous sodium bicarbonate solution and extracted with ethyl acetate. The organic layer was concentrated, and the residue was purified by preparative HPLC to give the title compound (9.9 mg, 40%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08304557B2 |
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| Source dataset | uspto-grants-2012_11 |
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| ORD ID | ord-d8920791e7f94dbb815af0b8a22a4f84 |
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| Source note | uspto-grants-2012_11 |
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