Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | Tetrafluoroboric acid | HCID 28118 | — |
| Reactant | Sodium Nitrite | HCID 23668193 | — |
| Reactant | 7-Aminopyrido[4,3-d]pyrimidin-4(3H)-one | HCID 135480518 | — |
| Product | HCID 135456619 | HCID 135456619 | 47% |
Reaction Steps
A solution of 7-amino-4-oxo-3H-pyrido[4,3-d]pyrimidine (1.00 g, 6.17 mmol) in 60% HBF4 (25 mL) at 0° C. is treated with solid NaNO2 (0.85 g, 12.3 mmol, added in portions over 2 h), and is then stirred at 0° C. for a further 1 h and at 20° C. for 30 min. The resulting mixture is ice-cooled, neutralized with saturated aqueous Na2CO3, and extracted with EtOAc (4×100 mL). The extract is washed with water, then filtered through silica gel (EtOAc) to give 7-fluoro-4-oxo-3H-pyrido[4,3-d]pyrimidine (0.48 g, 47%) as a cream solid. 1H NMR (DMSO) δ 12.69 (1H, brs), 9.01 (1H, s), 8.31 (1H, s), 7.34 (1H, s).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US05654307 |
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| Source dataset | uspto-grants-1997_08 |
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| ORD ID | ord-637e5f80745c4a6ca0c8744e01b88793 |
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| Source note | uspto-grants-1997_08 |
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