Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | HCID 71143864 | HCID 71143864 | — |
| Solvent | Isopropanol | HCID 3776 | — |
| Product | Hydrochloric Acid | HCID 313 | — |
| Product | HCID 71143898 | HCID 71143898 | 100.9% |
Reaction Steps
To a solution of tert-butyl 6-(((3R,4R)-3-((tert-butoxycarbonyl)amino)tetrahydro-2H-pyran-4-yl)amino)-7-fluoro-4-(5-methylpyrazolo[1,5-a]pyridin-3-yl)-3-oxo-1H-pyrrolo[3,4-c]pyridine-2(3H)-carboxylate (45 mg, 0.075 mmol) in isopropanol (5 mL) at 65° C. was added concentrated HCl (0.268 mL, 3.21 mmol) dropwise. The reaction mixture was stirred at 65° C. overnight and then slowly cooled. The solids were filtered and dried to give an HCl salt of the title compound as a pale yellow solid (30 mg, 92%). 1H NMR (500 MHz, DMSO-d6) δ ppm 1.84 (d, J=9.88 Hz, 1H), 2.08-2.22 (m, 1H), 2.46 (s, 3H), 3.55-3.67 (m, 2H), 3.94-4.09 (m, 2H), 4.35-4.47 (m, 2H), 6.88 (dd, J=7.08, 1.83 Hz, 1H), 7.12 (d, J=5.98 Hz, 1H), 8.03 (d, J=3.97 Hz, 2H), 8.15 (s, 1H), 8.39 (s, 1H), 8.66 (d, J=7.08 Hz, 1H), 9.24 (s, 1H). [M+H] calc'd for C20H21FN6O2, 397. found, 397.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09056873B2 |
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| Source dataset | uspto-grants-2015_06 |
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| ORD ID | ord-a538cd1ea9d04e549718f19b297997a7 |
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| Source note | uspto-grants-2015_06 |
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