Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Potassium Phosphate, Tribasic | HCID 62657 | — |
| Reactant | Phenylboronic Acid | HCID 66827 | — |
| Reactant | HCID 11848594 | HCID 11848594 | — |
| Solvent | 1,2-Dimethoxyethane | HCID 8071 | — |
| Product | HCID 11848542 | HCID 11848542 | 50.4% |
Reaction Steps
1,1′-Bis(diphenylphospino)ferrocene palladium(II)dichloride dichloromethane complex (5 mg, 0.006 mmol) was added to a solution of 1-(1-{[5-bromo-2-oxo-1-(2,2,2-trifluoroethyl)-1,2-dihydropyridin-3-yl]acetyl}piperidin-4-yl)-1,3-dihydro-2H-imidazo[4,5-b]pyridin-2-one (50 mg, 0.097 mmol), phenyl boronic acid (14 mg, 0.117 mmol), and potassium phosphate (45 mg, 0.214 mmol), in DME (2 mL) and heated to 85° C. After 24 h, water was added and the mixture was extracted with ethyl acetate (3×). The organic layers were dried over sodium sulfate, filtered and concentrated. Purification by silica gel chromatography [99%-85% dichloromethane/methanol] gave the title compound (25 mg). MS 512.1861 (M+1).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07994325B2 |
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| Source dataset | uspto-grants-2011_08 |
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| ORD ID | ord-31098f0d2c324519b24da8be30f91999 |
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| Source note | uspto-grants-2011_08 |
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