5-(4-Chlorophenyl)-1-(2,4-dichlorophenyl)-4-methyl-1H-pyrazole-3-carboxylic acid → HCID 44191633, compound
Reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[N:12]([C:13]3[CH:18]=[CH:17][C:16]([Cl:19])=[CH:15][C:14]=3[Cl:20])[N:11]=[C:10]([C:21](O)=O)[C:9]=2[CH3:24])=[CH:4][CH:3]=1.[CH2:25]([NH:29][C:30]([CH3:35])([CH3:34])[C:31]([NH2:33])=[O:32])[CH2:26][CH2:27][CH3:28]>>[CH2:25]([N:29]1[C:30]([CH3:35])([CH3:34])[C:31](=[O:32])[N:33]=[C:21]1[C:10]1[C:9]([CH3:24])=[C:8]([C:5]2[CH:4]=[CH:3][C:2]([Cl:1])=[CH:7][CH:6]=2)[N:12]([C:13]2[CH:18]=[CH:17][C:16]([Cl:19])=[CH:15][C:14]=2[Cl:20])[N:11]=1)[CH2:26][CH2:27][CH3:28]Participants
3
Procedure
Compound 9 was synthesized from 4a (252 mg, 0.66 mmol) and 5d (161 mg, 1.01 mmol) as a white solid (141 mg, 42%) in a manner similar to that described in Example 36. 1H NMR (600 MHz, CDCl3) δ 7.44 (d, 1H), 7.29-7.24 (m, 3H), 7.13 (d, 1H), 7.05 (d, 2H), 3.80-3.78 (m, 2H), 2.39 (s, 3H), 1.69-1.64 (m, 2H), 1.40 (s, 6H), 1.26-1.22 (m, 2H), 0.81 (t, 3H); ESMS m/z: 503.1 (M+1).
Sources & evidence
- ORD record
- ord-cc4c8c74f917414588b4cfd01aaddacf
- Source dataset
- uspto-grants-2013_01
- Patent number
- US08354442B2
Reaction notes
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