Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | HCID 72793856 | HCID 72793856 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | HCID 73054597 | HCID 73054597 | — |
Reaction Steps
A solution of (S)-N-(1-(5-(2-methoxyquinolin-3-yl)oxazol-2-yl)-7-oxononyl)-1-methylazetidine-3-carboxamide (0.05 mmol, 1 eq), prepared as described above, in DCM (1 mL) was treated with 0.2 mL of HCl 4N in dioxane. The mixture was stirred 1 h at room temperatures, then concentrated and purified by RP-HPLC using water (+0.01% TFA) and MeCN (+0.01% TFA) as eluents (column C18). The pooled product fractions were lyophilized and the product was obtained as a white solid. MS (ES) C26H32N4O4 requires: 464.58, found: 465. 1H-NMR (400 MHz, DMSO-d6) δ: 12.21 (1 H, s), 9.83 (1 H, bs), 8.89-8.82 (1 H, m), 8.26 (1 H, s), 7.83 (1 H, d, J=7.6 Hz), 7.78 (1 H, s), 7.55 (1 H, t, J=7.2 Hz), 7.38 (1 H, d, J=8.4 Hz), 7.25 (1 H, t, J=7.6 Hz), 5.09 (1 H, bs), 4.36 (1 H, bs), 4.22-4.20 (1 H, m), 4.11 (1 H, bs), 3.98-3.92 (1 H, m), 3.57-3.55 (1 H, m, partially overlaps with water), 2.82 (3 H, s), 2.42-2.37 (4 H, m), 1.96-1.92 (1 H, m), 1.83-1.80 (1 H, m), 1.48-1.44 (2 H, m), 1.35-1.33 (4 H, m), 0.89 (3 H, t, J=7.2 Hz).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09371295B2 |
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| Source dataset | uspto-grants-2016_06 |
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| ORD ID | ord-bfdb049bc8f14e21a2b9365324cc63d0 |
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| Source note | uspto-grants-2016_06 |
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