Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | L-Proline | HCID 145742 | — |
| Reactant | 4-(5-(1-(2-fluorophenyl)-5-(pyridin-4-yl)-1H-1,2,3-triazol-4-yl)-1,2,4-oxadiazol-3-yl) benzaldehyde | HCID 86648159 | — |
| Product | HCID 59604086 | HCID 59604086 | — |
Reaction Steps
The title compound was prepared following the procedure described for Example 94, but starting from 4-(5-(1-(2-fluorophenyl)-5-(pyridin-4-yl)-1H-1,2,3-triazol-4-yl)-1,2,4-oxadiazol-3-yl)benzaldehyde, obtained as described in Example 113, Step 1, (200 mg; 0.48 mmol) and (S)-pyrrolidine-2-carboxylic acid (111 mg; 0.97 mmol) to give Example 159 as an off-white solid. 1H NMR: (DMSO-d6, 400 MHz) δ 8.77-8.74 (2H, m), 7.98-7.87 (3H, m), 7.76-7.69 (1H, m), 7.64-7.57 (4H, m), 7.52 (2H, t, J=8.5 Hz), 4.11 (1H, d, J=13.5 Hz), 3.72 (1H, d, J=13.5 Hz), 3.31 (1H, dd, J=8.9, 5.9 Hz), 3.04-2.96 (1H, m), 2.50 (1H, d, J=8.5 Hz), 2.16-2.07 (1H, m), 1.94-1.84 (1H, m), 1.84-1.73 (2H, m). LC/MS (Method C): 412 (M+H)+. HPLC (Method I) Rt 15.21 min (Purity: 95.3%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08202856B2 |
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| Source dataset | uspto-grants-2012_06 |
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| ORD ID | ord-73b3319e2ed8426b9c12f3dcc4e786d0 |
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| Source note | uspto-grants-2012_06 |
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