Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Sodium Azide | HCID 33557 | — |
| Reactant | HCID 57833365 | HCID 57833365 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | HCID 178508679 | HCID 178508679 | — |
Reaction Steps
A mixture of 4-{4-[(2-amino-6-phenylpyrimidin-4-yl)amino]phenoxy}pyridine-2-carbonitrile (0.20 g, 0.53 mmol, prepared in Example 8), sodium azide (0.051 g, 0.79 mmol), and triethylamine (0.11 g, 0.79 mmol) in toluene (15 in L) was heated at 100° C. for 2 days. The mixture was then treated with cold water. The solid was collected by filtration, washed with water and methanol to give pure product, 0.14 g (63%). 1H NMR (DMSO-d6) δ 9.51 (s, 1H), 8.62 (d, 1H), 7.94 (m, 4H), 7.55 (d, 1H), 7.48 (m, 3H), 7.19 (m, 3H), 6.48 (m, 3H); MS ES 424 (M+H)+calc 424.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07582646B2 |
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| Source dataset | uspto-grants-2009_09 |
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| ORD ID | ord-8a7c89cd33c845ea89c72452c4f0b168 |
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| Source note | uspto-grants-2009_09 |
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