Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Potassium Cyanide | HCID 9032 | — |
| Reactant | 2-Amino-5-chloropyridine | HCID 66174 | — |
| Reactant | HCID 57602507 | HCID 57602507 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 57602477 | HCID 57602477 | 23.5% |
Reaction Steps
A mixture of 2-[2-(1-tert-butoxycarbonylpiperidin-4-yl-oxy)-4-tert-butylphenyl]-4H-pyrido[3,4-d][1,3]oxazin-4-one (100 mg, 0.21 mmol), KCN (100 mg), 5-chloro-2-aminopyridine (53 mg, 0.42 mmol), and dry DMF (2 mL) was heated at 70° C. for 4 h, then quenched with brine (25 mL). The mixture was extracted with 10% MQOH in EtOAc (2×20 mL), and the combined extracts were washed with brine (3×100 mL) then dried over MgSO4. After filtering, the filtrate was concentrated to an oil which was purified by chromatography using 60% EtOAc in hexanes to give 30 mg of an oil which crystallized.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07511066B2 |
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| Source dataset | uspto-grants-2009_03 |
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| ORD ID | ord-871b6393702f46e4bccf3ff3709423c2 |
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| Source note | uspto-grants-2009_03 |
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