3-Bromo-4-fluorobenzaldehyde → HCID 10112088, compound
Reaction equation
[O:1]1[CH2:6][C:5](=O)[CH2:4][C:3](=[O:8])[CH2:2]1.[Br:9][C:10]1[CH:11]=[C:12]([CH:15]=[CH:16][C:17]=1[F:18])[CH:13]=O.[NH2:19][C:20]1[N:24]([CH2:25][CH3:26])[NH:23][C:22](=[O:27])[CH:21]=1>>[Br:9][C:10]1[CH:11]=[C:12]([CH:13]2[C:21]3[C:22](=[O:27])[NH:23][N:24]([CH2:25][CH3:26])[C:20]=3[NH:19][C:5]3[CH2:6][O:1][CH2:2][C:3](=[O:8])[C:4]2=3)[CH:15]=[CH:16][C:17]=1[F:18]Participants
4
Procedure
2H-Pyran-3,5(4H,6H)-dione (0.11 g, 1 mmol), 3bromo-4-fluoro-benzaldehyde (0.2 g, 1 mmol), and 5-amino-1-ethyl-1,2-dihydropyrazol-3-one (0.12 g, 1 mmol) were processed as described in Example 26C to provide 0.1 g of the title compound. 1H NMR (300 MHz, DMSO-d6) δ 1.2 (t, 3H), 3.82 (q, 2H), 3.99 (s, 2H), 4.52 (q, 2H), 4.96 (s, 1H), 7.18 (m, 1H), 7.21 (t, 1H), 7.39 (dd, 1H), 9.65 (bs, 1H), 10.52 (s, 1H); MS (ESI) m/z 406 (M−H)−; Anal. calcd for C17H15N3BrFO3.0.5 C2H5OH: C, 50.13; H, 4.21; N, 9.74. Found: C, 49.94; H, 3.96; N, 9.21.
Sources & evidence
- ORD record
- ord-8f3abfb7f3ef42f187b782a33cbca2f7
- Source dataset
- uspto-grants-2004_08
- Patent number
- US06780872B2
Reaction notes
Loading…