4-(4-Phenyl-6-pyridin-3-ylpyridazin-3-yl)benzaldehyde → HCID 178420063, compound
Reaction equation
[C:1]1([C:7]2[CH:12]=[C:11]([C:13]3[CH:14]=[N:15][CH:16]=[CH:17][CH:18]=3)[N:10]=[N:9][C:8]=2[C:19]2[CH:26]=[CH:25][C:22]([CH:23]=O)=[CH:21][CH:20]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.CN(C)C1N=NC(C2C=CC(C=O)=CC=2)=C(C2C=CC=CC=2)C=1.[NH:50]1[CH2:55][CH2:54][CH:53]([C:56]2[N:60]=[C:59]([C:61]3[CH:66]=[CH:65][CH:64]=[CH:63][N:62]=3)[NH:58][N:57]=2)[CH2:52][CH2:51]1.N1CCC(C2C=C(C3C=CC=CN=3)NN=2)CC1>>[C:1]1([C:7]2[CH:12]=[C:11]([C:13]3[CH:14]=[N:15][CH:16]=[CH:17][CH:18]=3)[N:10]=[N:9][C:8]=2[C:19]2[CH:26]=[CH:25][C:22]([CH2:23][N:50]3[CH2:55][CH2:54][CH:53]([C:56]4[N:60]=[C:59]([C:61]5[CH:66]=[CH:65][CH:64]=[CH:63][N:62]=5)[NH:58][N:57]=4)[CH2:52][CH2:51]3)=[CH:21][CH:20]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1Participants
Procedure
4-Phenyl-6-pyridin-3-yl-3-(4-{[4-(5-pyridin-2-yl-1H-1,2,4-triazol-3-yl)piperidin-1-yl]methyl}phenyl)pyridazine (3-4) was prepared according to the procedure described in Scheme 1, except 4-(4-phenyl-6-pyridin-3-ylpyridazin-3-yl)benzaldehyde (3-2) is substituted for 4-[6-(dimethylamino)-4-phenylpyridazin-3-yl]benzaldehyde (1-3) and 2-(3-piperidin-4-yl-1H-1,2,4-triazol-5-yl)pyridine (3-3; see synthesis below) for 2-(3-piperidin-4-yl-1H-pyazol-5-yl)pyridine (1-4). NMR (CDCl3): δ9.34 (1H, s), 8.76 (1H, d, J=4 Hz), 8.64 (1H, d, J=4.3 Hz), 8.58 (1H, d, J=8 Hz), 8.14 (1H, d, J=7.8 Hz), 7.88 (1H, s), 7.83 (1H, t, J=7.8 Hz), 7.44-7.53 (3H, m), 7.30-7.42 (5H, m), 3.57 (2H, s), 2.98 (2H, br s), 2.87 (1H, m), 2.06-2.22 (4H, m), 2.00 (2H, m); m/e (m+1): 551.5
Sources & evidence
- ORD record
- ord-ae52d086f31a47d99b221a4f117789b2
- Source dataset
- uspto-grants-2011_08
- Patent number
- US08003643B2
Reaction notes
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