Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium Cyanide | HCID 8929 | — |
| Reactant | HCID 135537661 | HCID 135537661 | — |
| Catalyst | HCID 178418397 | HCID 178418397 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | HCID 136018659 | HCID 136018659 | — |
Reaction Steps
A flask was charged with 6-bromo-3-(3-methyl-isoxazol-5-yl)-4-phenyl-1H-quinolin-2-one (30 mg, 0.077 mmol)(example 39), Pd(PPh3)4 (5 mg, 5 mol %), NaCN (8 mg, 0.16 mmol), Cul (1.5 mg, 10 mol %), and 0.7 mL CH3CN and heated in a sealed tube in a microwave reactor at 100° C. for 1 hr. The title compound was obtained by elution from a 10 g SPE with 50% EtAc/hex to give 13 mg (50%) of a white solid. 1H NMR (400 MHz, CD3OD) δ 7.78 (dd, 1H), 7.50 (m, 5H), 7.28 (m, 2H), 6.42 (s, 1H), 2.20 (s, 3H). Mass spectrum (ESI, m/z) calcd. for C20H13N3O2 327.1, found 328.1 (M+H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07326788B2 |
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| Source dataset | uspto-grants-2008_02 |
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| ORD ID | ord-b5592bff69a04fe3b590fd6c0a0b3683 |
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| Source note | uspto-grants-2008_02 |
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