5-(4-chlorophenyl)-1-(2,4-dichlorophenyl)-1H-pyrazole-3-carboxylic acid → 2-[5-(4-Chloro-phenyl)-1-(2,4-dichloro-phenyl)-1H-pyrazol-3-yl]-1,5,5-trimethyl-1,5-dihydro-imidazol-4-one

HRID 1805197Notes

Reaction equation

HRID 1805197 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)[CH:9]=2)=[CH:4][CH:3]=1.[CH3:24][C:25]([NH:30][CH3:31])([CH3:29])[C:26]([NH2:28])=[O: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:30]([CH3:31])[C:25]([CH3:29])([CH3:24])[C:26](=[O:27])[N:28]=3)[CH:9]=2)=[CH:6][CH:7]=1

Participants

3

Reactant 2

HCID 14772405-(4-chlorophenyl)-1-(2,4-dichlorophenyl)-1H-pyrazole-3-carboxylic acidHCID 186829772-Methyl-2-(methylamino)propanamide

Product 1

HCID 441918082-[5-(4-Chloro-phenyl)-1-(2,4-dichloro-phenyl)-1H-pyrazol-3-yl]-1,5,5-trimethyl-1,5-dihydro-imidazol-4-one

Procedure

Compound 14 was synthesized from 4b (249 mg, 0.68 mmol) and 5a (130 mg, 1.08 mmol) as a white solid (152 mg, 49%) in a manner similar to that described in Example 36. 1H NMR (400 MHz, CDCl3) δ 7.45 (d, 1H), 7.30-7.28 (m, 3H), 7.21 (d, 2H), 7.04 (d, 2H), 3.48 (s, 3H), 1.36 (s, 6H); ESMS m/z: 447.0 (M+1)

Sources & evidence

ORD record
ord-4992c8a2a09d49349eedce3acd20874e
Source dataset
uspto-grants-2013_01
Patent number
US08354442B2

Reaction notes

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