Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Morpholine | HCID 8083 | — |
| Reactant | HCID 86630890 | HCID 86630890 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | HCID 66970300 | HCID 66970300 | 29% |
Reaction Steps
A mixture of 2-[3-(1-tert-butoxycarbonylpiperidin-4-ylcarbonylamino)phenyl]-6-chloro-4-(2,4-dimethoxypyrimidin-5-yl)pyrimidine (0.072 g), morpholine (0.056 g) and acetonitrile (2.5 ml) was stirred under an atmosphere of nitrogen and heated to 100° C. for 5 minutes using microwave radiation. The reaction mixture was evaporated. Toluene was added and the mixture was re-evaporated. Trifluoroacetic acid (3 ml) was added to the material so obtained and the mixture was stirred at ambient temperature for 3 hours. The mixture was evaporated. Toluene was added and the mixture was re-evaporated and the residue was purified by column chromatography on an ‘Isolute SCX’ column (1 g) by initially washing the column with methylene chloride and then with methanol (5 ml) followed by elution with a 7M methanolic ammonia solution. The material so obtained was dried under vacuum. There was thus obtained the title compound as a solid (0.019 g); NMR Spectrum: (CDCl3) 1.68-1.84 (m, 2H), 1.91-2.0 (m, 2H), 2.37-2.5 (m, 1H), 2.63-2.76 (m, 2H), 3.14-3.27 (m, 2H), 3.74-3.91 (m, 8H), 7.07 (s, 1H), 7.12 (s, 1H), 7.42 (t, 1H), 8.03 (d, 1H), 8.21 (d, 1H), 8.31 (s, 1H), 9.37 (s, 1H); Mass Spectrum: M+H+ 506.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07893063B2 |
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| Source dataset | uspto-grants-2011_02 |
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| ORD ID | ord-f67d8adab52c4eaaa99d84ff40607bbf |
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| Source note | uspto-grants-2011_02 |
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