Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | HCID 58459927 | HCID 58459927 | — |
| Reactant | HCID 86687792 | HCID 86687792 | — |
| Solvent | 1-Butanol | HCID 263 | — |
| Product | HCID 86687793 | HCID 86687793 | 34.1% |
Reaction Steps
A mixture of (4-amino-2-fluoro-5-hydroxyphenyl)(morpholino)methanone (200 mg, 0.83 mmol), 2-chloro-N-cyclopropyl-5-(trifluoromethyl)pyrimidin-4-amine (198 mg, 0.83 mmol), concentrated HCl (0.1 mL), and n-BuOH (10 mL) was stirred at 100° C. for 10 h. The mixture was concentrated under reduced pressure and the residue was purified by rp-HPLC to afford the title compound as white solid (125 mg, 34%); 1H NMR (500 MHz, DMSO) δ 8.55-8.49 (m, 1H), 8.26 (s, 1H), 8.18-8.08 (m, 1H), 7.45 (br s, 1H), 6.77 (d, J=7.0 Hz, 1H), 3.62-3.53 (m, 4H), 3.48-3.46 (m, 2H), 3.30-3.11 (m, 2H), 2.84-2.82 (m, 1H), 0.84-0.78 (m, 2H), 0.75-0.68 (m, 2H); LCMS: m/z=442.3 [M+H]+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09139566B2 |
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| Source dataset | uspto-grants-2015_09 |
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| ORD ID | ord-dc273bf43d9242cca3e0be1797dee07d |
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| Source note | uspto-grants-2015_09 |
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