Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | HCID 118483112 | HCID 118483112 | — |
| Reactant | HCID 131734709 | HCID 131734709 | — |
| Catalyst | HCID 178418397 | HCID 178418397 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | HCID 118483198 | HCID 118483198 | 99% |
Reaction Steps
A mixture of {1-[4-chloro-1-(3-hydroxy-propyl)-6-oxo-1,6-dihydro-pyrimidin-2-yl]-piperidin-4-yl}-carbamic acid tert-butyl ester (200 mg, 0.5 mmol), 4-cyano-3-fluorophenyl boric acid (107 mg, 0.65 mmol), Pd(PPh3)4 (12 mg, 0.01 mmol) and 0.4M Na2CO3 solution (4 mL) in ACN was stirred at 85° C. overnight. The reaction mixture was diluted with water and extracted with EA (3×). The reaction mixture was stirred at RT for 2 h and the solvent was concentrated in vacuo. The residue was purified by silica chromatography to give 240 mg of the title product (99%). [M+H] Calc'd for C25H32FN5O4, 485. Found, 485.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09255097B2 |
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| Source dataset | uspto-grants-2016_02 |
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| ORD ID | ord-3a8bb0da36494ffcab09e5c93c037e5a |
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| Source note | uspto-grants-2016_02 |
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