Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Acetic Anhydride | HCID 7918 | — |
| Reactant | HCID 117771083 | HCID 117771083 | — |
| Solvent | Ethyl orthoformate | HCID 31214 | — |
| Product | HCID 117771835 | HCID 117771835 | 60% |
Reaction Steps
To a solution of 3-amino-6-bromo-N-(3-fluorophenyl)pyrazine-2-carboxamide (100 mg, 0.29 mmol) in triethoxymethane (5 mL) was added Ac2O (1 mL). The mixture was stirred at 130° C. for 1 h and 90° C. for 3 h. After being cooled and extracted with EtOAc, the combined organic phases were washed with brine, dried over Na2SO4, filtered and evaporated. The crude product was purified by prep-TLC (PE:EtOAc=1:1) to give the pure product of 6-bromo-3-(3-fluorophenyl)pteridin-4(3H)-one (60 mg, yield: 60%). 1H-NMR (CDCl3, 400 MHz) δ 8.98 (s, 1H), 8.35 (s, 1H), 7.49˜7.55 (m, 1H), 7.15˜7.24 (m, 3H). MS (M+H)+: 321/323.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09364482B2 |
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| Source dataset | uspto-grants-2016_06 |
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| ORD ID | ord-aea61acbac4c4ffeaafc7eef65e88e4d |
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| Source note | uspto-grants-2016_06 |
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