Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | 3-cyclopropyl-1H-pyrazol-5-amine | HCID 2758014 | — |
| Reactant | HCID 178429393 | HCID 178429393 | — |
| Solvent | N-methyl-2-pyrrolidone | HCID 13387 | — |
| Solvent | Phosphorus oxychloride | HCID 24813 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | HCID 11396244 | HCID 11396244 | 37.6% |
Reaction Steps
A mixture of 4-hydroxy-6-methyl-2-[2-{3-(pyrid-2-yl)isoxazol-5-yl}pyrrolidin-1-yl]pyrimidine (Method 30) (200 mg, 0.62 mmol) in phosphoryl chloride (7 ml) was heated at 70° C., under nitrogen for 30 minutes. The volatiles were removed by evaporation and the residue dissolved in DCM, washed with saturated sodium hydrogen carbonate solution, dried (MgSO4) and the solvent removed by evaporation. The crude product was then treated as described in Example 12, with 3-amino-5-cyclopropyl-1H-pyrazole (Method 7 of WO-03/048133) (120 mg, 0.98 mmol), and 4M hydrogen chloride solution in dioxane (0.65 ml) in NMP (5 ml) to give the title compound (100 mg, 37%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07579349B2 |
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| Source dataset | uspto-grants-2009_08 |
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| ORD ID | ord-82a0bb3c9916437ab94cdeaf8ab1c44d |
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| Source note | uspto-grants-2009_08 |
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