Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Acetic Acid | HCID 176 | — |
| Reactant | Tert-Butyl nitrite | HCID 10906 | — |
| Reactant | HCID 90408762 | HCID 90408762 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 90408675 | HCID 90408675 | 77% |
Reaction Steps
A solution of N-(5-fluoropyrimidin-2-yl)-2-methylpyridine-3,4-diamine (0.50 g, 2.28 mmol) in THF (15 ml) and HOAc (0.14 ml, 2.51 mmol) was treated with t-butyl nitrite (0.45 ml, 3.42 mmol) and heated to 100° C. for 90 min. The reaction was concentrated, diluted with 1N NaHCO3, and extracted with DCM (50 mL×3). The organic layers were combined, dried (Na2SO4), and concentrated. Chromatography of the resulting residue (SiO2; EtOAc:Hex) gave the title compound (0.40 g, 77%). MS (ESI): mass calcd. for C10H7FN6, 230.07. m/z found, 231.1 [M+H]+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09066946B2 |
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| Source dataset | uspto-grants-2015_06 |
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| ORD ID | ord-8039a20a25544e0fa8f2751e1354a6f4 |
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| Source note | uspto-grants-2015_06 |
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