Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | Pyridine, hydrofluoride (1:1) | HCID 64774 | — |
| Reactant | HCID 18466632 | HCID 18466632 | — |
| Reactant | Sodium Nitrite | HCID 23668193 | — |
| Product | HCID 18466636 | HCID 18466636 | 84% |
Reaction Steps
A plastic bottle was charged with 2-amino-8-bromo-5,11-dihydro-11-ethyl-4-methyl-6H-dipyrido[3,2-b:2′,3′-e][1,4]diazepin-6-one (5.10 g, 14.6 mmol). HF-pyridine (100 g) was added and the resulting suspension was cooled to 0° C. Sodium nitrite (1.12 g, 16.1 mmol) was added in several portions over 30 min to produce a purple solution. The mixture was then stirred for 16 h at room temperature. The reaction mixture was poured onto ice and 6 N NaOH. The beige suspension was extracted with EtOAc. The organic extracts were combined, dried over MgSO4, filtered and concentrated. The residue was triturated with Et2O/hexane to give the title compound (4.30 g, 84% yield).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06420359B1 |
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| Source dataset | uspto-grants-2002_07 |
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| ORD ID | ord-25fae6f428f34cfb88fdb986353ca59b |
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| Source note | uspto-grants-2002_07 |
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