Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Cyanide | HCID 5975 | — |
| Reactant | HCID 178419341 | HCID 178419341 | — |
| Catalyst | Tetrakis(triphenylphosphine)palladium | HCID 11979704 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 178509546 | HCID 178509546 | 62% |
Reaction Steps
A stirred mixture of (5-bromo-4H-benzo[d][1,3]oxazin-2-yl) -(R)-indan-1-yl-amine (Example 10) (1.03 g, 3.79 mmol), zink cyanide (528 mg, 4.5 mmol) and tetrakis-(triphenylphosphine)-palladium (347 mg, 0.3 mmol) in DMF (9 ml) was heated at 160° C. for 15 min in a microwave reactor. The reaction mixture was poured into water (50 ml) and extracted with ethyl acetate (2×50 ml). The combined organic layers were washed with brine (2×40 ml), dried (MgSO4) and evaporated. The crude product was purified by flash chromatography (ethyl acetate/heptane) on silica gel to yield the title compound as white foam (540 mg, 62%). MS (ISN) m/e=288.2 [(M−H)−].
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08044047B2 |
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| Source dataset | uspto-grants-2011_10 |
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| ORD ID | ord-b2adfbfbe1a847519fee0c736b0a7423 |
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| Source note | uspto-grants-2011_10 |
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