Isopropylamine → HCID 59604057, compound

HRID 219600Notes

Reaction equation

HRID 219600 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[N:8]1[C:12]([C:13]2[CH:18]=[CH:17][N:16]=[CH:15][CH:14]=2)=[C:11]([C:19]2[O:23][N:22]=[C:21]([C:24]3[CH:31]=[CH:30][C:27]([CH:28]=O)=[CH:26][CH:25]=3)[N:20]=2)[N:10]=[N:9]1.[CH:32]([NH2:35])([CH3:34])[CH3:33]>>[F:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[N:8]1[C:12]([C:13]2[CH:18]=[CH:17][N:16]=[CH:15][CH:14]=2)=[C:11]([C:19]2[O:23][N:22]=[C:21]([C:24]3[CH:31]=[CH:30][C:27]([CH2:28][NH:35][CH:32]([CH3:34])[CH3:33])=[CH:26][CH:25]=3)[N:20]=2)[N:10]=[N:9]1

Participants

3

Reactant 2

HCID 6363IsopropylamineHCID 866481594-(5-(1-(2-fluorophenyl)-5-(pyridin-4-yl)-1H-1,2,3-triazol-4-yl)-1,2,4-oxadiazol-3-yl) benzaldehyde

Product 1

HCID 59604057HCID 59604057, compound

Procedure

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 iso-propylamine (57.3 mg; 0.97 mmol) to give Example 165 as a yellow solid. 1H NMR: (CDCl3, 400 MHz) δ 8.72 (2H, dd, J=4.6, 1.6 Hz), 8.05 (2H, d, J=8.1 Hz), 7.64-7.53 (2H, m), 7.46 (2H, d, J=8.0 Hz), 7.39-7.34 (3H, m), 7.22-7.16 (1H, m), 3.86 (2H, s), 2.92-2.85 (1H, m), 1.12 (6H, d, J=6.3 Hz). LC/MS (Method C): 456 (M+H)+. HPLC (Method I) Rt 11.31 min (Purity: 91.3%).

Workup

  1. customobtained

Sources & evidence

ORD record
ord-40721eb774734363a9f8ac62e9d68480
Source dataset
uspto-grants-2012_06
Patent number
US08202856B2

Reaction notes

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