2-Methoxyethylamine → HCID 59604066, compound

HRID 219593Notes

Reaction equation

HRID 219593 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:25]=[C:26]([CH:29]=[CH:30][CH:31]=3)[CH:27]=O)[N:20]=2)[N:10]=[N:9]1.[CH3:32][O:33][CH2:34][CH2:35][NH2:36]>>[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:14]=[CH:15][N:16]=[CH:17][CH:18]=2)=[C:11]([C:19]2[O:23][N:22]=[C:21]([C:24]3[CH:25]=[C:26]([CH:29]=[CH:30][CH:31]=3)[CH2:27][NH:36][CH2:35][CH2:34][O:33][CH3:32])[N:20]=2)[N:10]=[N:9]1

Participants

3

Reactant 2

HCID 80182-MethoxyethylamineHCID 86648160HCID 86648160, compound

Product 1

HCID 59604066HCID 59604066, compound

Procedure

The title compound was prepared following the procedure described for Example 94, starting from 3-(5-(1-(2-fluorophenyl)-5-(pyridin-4-yl)-1H-1,2,3-triazol-4-yl)-1,2,4-oxadiazol-3-yl)benzaldehyde (100 mg; 0.24 mmol) and 2-methoxyethanamine (36.4 mg; 0.48 mmol) to give Example 147 as a yellow solid. 1H NMR: (DMSO-d6, 400 MHz) δ 8.75 (2H, dd, J=4.62, 1.58 Hz), 8.05 (1H, s), 7.95-7.85 (2H, m), 7.76-7.69 (1H, m), 7.64-7.49 (6H, m), 3.90 (2H, s), 3.47 (2H, t, J=5.6 Hz), 3.29 (3H, s), 2.76 (2H, t, J=5.6 Hz). LC/MS (Method C): 472 (M+H)+. HPLC (Method E) Rt 2.18 min (Purity: 94.9%).

Sources & evidence

ORD record
ord-95e28141f18641f1a71363f718135a34
Source dataset
uspto-grants-2012_06
Patent number
US08202856B2

Reaction notes

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