5-(4-Chlorophenyl)-1-(2,4-dichlorophenyl)-4-methyl-1H-pyrazole-3-carboxylic acid → HCID 46198881, 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])[CH:26]([CH3:28])[CH3:27]>>[Cl:1][C:2]1[CH:3]=[CH:4][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]3[N:29]([CH2:25][CH:26]([CH3:28])[CH3:27])[C:30]([CH3:35])([CH3:34])[C:31](=[O:32])[N:33]=3)[C:9]=2[CH3:24])=[CH:6][CH:7]=1Participants
3
Procedure
Compound 12 was synthesized from 4a (248 mg, 0.66 mmol) and 5g (160 mg, 1.01 mmol) as a white solid (110 mg, 33%) in a manner similar to that described in Example 36. 1H NMR (600 MHz, CDCl3) δ 7.46 (d, 1H), 7.29-7.24 (m, 3H), 7.11 (d, 1H), 7.06 (d, 2H), 3.78-3.75 (m, 2H), 2.34 (s, 3H), 2.03-2.01 (m, 1H), 1.44 (s, 6H), 0.85-0.82 (d, 6H); ESMS m/z: 503.1 (M+1).
Sources & evidence
- ORD record
- ord-d649ab8ff6bb4442aa39b5469087be70
- Source dataset
- uspto-grants-2013_01
- Patent number
- US08354442B2
Reaction notes
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