5-(4-Chlorophenyl)-1-(2,4-dichlorophenyl)-4-methyl-1H-pyrazole-3-carboxylic acid → HCID 44191634, compound

HRID 1805194Notes

Reaction equation

HRID 1805194 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.[CH:25]1([NH:28][C:29]([CH3:34])([CH3:33])[C:30]([NH2:32])=[O:31])[CH2:27][CH2:26]1>>[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:28]([CH:25]4[CH2:27][CH2:26]4)[C:29]([CH3:34])([CH3:33])[C:30](=[O:31])[N:32]=3)[C:9]=2[CH3:24])=[CH:6][CH:7]=1

Participants

3

Reactant 2

HCID 15194215-(4-Chlorophenyl)-1-(2,4-dichlorophenyl)-4-methyl-1H-pyrazole-3-carboxylic acidHCID 60797209HCID 60797209, compound

Product 1

HCID 44191634HCID 44191634, compound

Procedure

Compound 11 was synthesized from 4a (248 mg, 0.66 mmol) and 5f (148 mg, 1.05 mmol) as a white solid (122 mg, 38%) in a manner similar to that described in Example 36. 1H NMR (600 MHz, CDCl3) δ 7.42 (d, 1H), 7.28-7.26 (m, 3H), 7.21 (d, 1H), 7.07 (d, 2H), 2.91-2.89 (m, 1H), 2.29 (s, 3H), 1.49 (s, 6H), 0.88-0.86 (m, 2H), 0.76-0.73 (m, 2H); ESMS m/z: 487.0 (M+1).

Sources & evidence

ORD record
ord-28a34801e7954d408bc003aedb5bdb85
Source dataset
uspto-grants-2013_01
Patent number
US08354442B2

Reaction notes

Loading…