5-(4-Chlorophenyl)-1-(2,4-dichlorophenyl)-4-methyl-1H-pyrazole-3-carboxylic acid → HCID 44191749, 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:28][C:29]([CH3:34])([CH3:33])[C:30]([NH2:32])=[O:31])[CH:26]=[CH2:27]>>[CH2:25]([N:28]1[C:29]([CH3:34])([CH3:33])[C:30](=[O:31])[N:32]=[C:21]1[C:10]1[C:9]([CH3:24])=[C:8]([C:5]2[CH:6]=[CH:7][C:2]([Cl:1])=[CH:3][CH:4]=2)[N:12]([C:13]2[CH:18]=[CH:17][C:16]([Cl:19])=[CH:15][C:14]=2[Cl:20])[N:11]=1)[CH:26]=[CH2:27]Participants
3
Procedure
Compound 10 was synthesized from 4a (253 mg, 0.66 mmol) and 5e (148 mg, 1.05 mmol) as a white solid (171 mg, 53%) in a manner similar to that described in Example 36. 1H NMR (600 MHz, CDCl3) δ 7.41 (d, 1H), 7.27-7.23 (m, 3H), 7.13 (d, 1H), 7.04 (d, 2H), 5.93-5.88 (m, 1H), 5.13-5.07 (m, 2H), 4.54 (d, 2H), 2.37 (s, 3H), 1.40 (s, 6H); ESMS m/z: 487.1 (M+1).
Sources & evidence
- ORD record
- ord-08ad140b79494206a0c99e70a3ef20b5
- Source dataset
- uspto-grants-2013_01
- Patent number
- US08354442B2
Reaction notes
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