Methyl iodide → 2-[5-(4-chloro-phenyl)-1-(2,4-dichloro-phenyl)-4-ethyl-1H-pyrazol-3-yl]-3,5,5-trimethyl-3,5-dihydro-imidazol-4-one

HRID 1805206Notes

Reaction equation

HRID 1805206 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]3[NH:25][C:24](=[O:26])[C:23]([CH3:28])([CH3:27])[N:22]=3)[C:9]=2[CH2:29][CH3:30])=[CH:4][CH:3]=1.[CH3:31]I>>[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]3[N:25]([CH3:31])[C:24](=[O:26])[C:23]([CH3:27])([CH3:28])[N:22]=3)[C:9]=2[CH2:29][CH3:30])=[CH:4][CH:3]=1

Participants

3

Reactant 2

HCID 6328Methyl iodideHCID 441918802-[5-(4-Chloro-phenyl)-1-(2,4-dichloro-phenyl)-4-ethyl-1H-pyrazol-3-yl]-5,5-dimethyl-3,5-dihydro-imidazol-4-one

Product 1

HCID 441918832-[5-(4-chloro-phenyl)-1-(2,4-dichloro-phenyl)-4-ethyl-1H-pyrazol-3-yl]-3,5,5-trimethyl-3,5-dihydro-imidazol-4-one

Procedure

Compound 28 was synthesized from compound 24 (101 mg, 0.22 mmol) and methyl iodide (2 g, 14.08 mmol) as a white solid (70 mg, 68%) in a manner similar to that described in Example 57. 1H NMR (400 MHz, CDCl3) δ 7.42 (br s, 1H), 7.29 (d, 2H), 7.24 (d, 1H), 7.19 (d, 1H), 7.07 (d, 2H), 3.21 (s, 3H), 2.62 (q, 2H), 1.85 (s, 6H), 1.11 (t, 3H); ESMS m/z: 475.1 (M+1).

Sources & evidence

ORD record
ord-79ba061b470f4ffc8f94e6c08fcaf4a7
Source dataset
uspto-grants-2013_01
Patent number
US08354442B2

Reaction notes

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