Dimethylamine, hydrochloride → HCID 59604106, compound

HRID 219582Notes

Reaction equation

HRID 219582 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.Cl.[CH3:33][NH:34][CH3:35]>>[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][N:34]([CH3:35])[CH3:33])=[CH:26][CH:25]=3)[N:20]=2)[N:10]=[N:9]1

Participants

3

Reactant 2

HCID 10473Dimethylamine, hydrochlorideHCID 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 59604106HCID 59604106, 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, (100 mg; 0.24 mmol) and dimethylamine hydrochloride (39.5 mg; 0.48 mmol) to give Example 131 as a white solid. 1H NMR: (DMSO-d6, 400 MHz) δ 8.62 (2H, dd, J=4.5, 1.7 Hz), 7.84 (2H, d, J=8.1 Hz), 7.78 (1H, td, J=7.6, 1.7 Hz), 7.63-7.56 (1H, m), 7.48 (2H, dd, J=4.5, 1.7 Hz), 7.42-7.35 (4H, m), 3.38 (2H, s), 2.08 (6H, s). LC/MS (Method C): 442 (M+H)+. HPLC (Method E) Rt 2.14 min (Purity: 94.2%).

Workup

  1. customobtained

Sources & evidence

ORD record
ord-1880958658af4d43949f785c699753db
Source dataset
uspto-grants-2012_06
Patent number
US08202856B2

Reaction notes

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