2-Methyl-2-(methylamino)propanamide → 2-[1-(2,4-Dichloro-phenyl)-4-methyl-5-(4-trifluoromethylphenyl)-1H-pyrazol-3-yl]-1,5,5-trimethyl-1,5-dihydro-imidazol-4-one

HRID 1805199Notes

Reaction equation

HRID 1805199 reaction equation
[Cl:1][C:2]1[CH:7]=[C:6]([Cl:8])[CH:5]=[CH:4][C:3]=1[N:9]1[C:13]([C:14]2[CH:19]=[CH:18][C:17]([C:20]([F:23])([F:22])[F:21])=[CH:16][CH:15]=2)=[C:12]([CH3:24])[C:11]([C:25](O)=O)=[N:10]1.[CH3:28][C:29]([NH:34][CH3:35])([CH3:33])[C:30]([NH2:32])=[O:31]>>[Cl:1][C:2]1[CH:7]=[C:6]([Cl:8])[CH:5]=[CH:4][C:3]=1[N:9]1[C:13]([C:14]2[CH:15]=[CH:16][C:17]([C:20]([F:22])([F:21])[F:23])=[CH:18][CH:19]=2)=[C:12]([CH3:24])[C:11]([C:25]2[N:34]([CH3:35])[C:29]([CH3:33])([CH3:28])[C:30](=[O:31])[N:32]=2)=[N:10]1

Participants

3

Reactant 2

HCID 186829772-Methyl-2-(methylamino)propanamideHCID 441917461-(2,4-dichloro-phenyl)-4-methyl-5-(4-trifluoromethyl-phenyl)-1H-pyrazole-3-carboxylic acid

Product 1

HCID 441916902-[1-(2,4-Dichloro-phenyl)-4-methyl-5-(4-trifluoromethylphenyl)-1H-pyrazol-3-yl]-1,5,5-trimethyl-1,5-dihydro-imidazol-4-one

Procedure

Compound 20 was synthesized from 4h (251 mg, 0.60 mmol) and 5a (130 mg, 1.08 mmol) as a white solid (176 mg, 60%) in a manner similar to that described in Example 36. 1H NMR (400 MHz, CDCl3) δ 7.59 (d, 2H), 7.46 (d, 1H), 7.28 (m, 3H), 7.22 (d, 1H), 3.49 (s, 3H), 2.42 (s, 3H), 1.42 (s, 6H); ESMS m/z: 495.1 (M+1).

Sources & evidence

ORD record
ord-0bdc7a85e0424b8cba53e8b6abad7c7e
Source dataset
uspto-grants-2013_01
Patent number
US08354442B2

Reaction notes

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