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

HRID 1805198Notes

Reaction equation

HRID 1805198 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]([F:20])=[CH:16][CH:15]=2)=[C:12]([CH3:21])[C:11]([C:22](O)=O)=[N:10]1.[CH3:25][C:26]([NH:31][CH3:32])([CH3:30])[C:27]([NH2:29])=[O:28]>>[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]([F:20])=[CH:18][CH:19]=2)=[C:12]([CH3:21])[C:11]([C:22]2[N:31]([CH3:32])[C:26]([CH3:30])([CH3:25])[C:27](=[O:28])[N:29]=2)=[N:10]1

Participants

3

Reactant 2

HCID 186829772-Methyl-2-(methylamino)propanamideHCID 684253161-(2,4-dichloro-phenyl)-5-(4-fluoro-phenyl)-4-methyl-1H-pyrazole-3-carboxylic acid

Product 1

HCID 593171392-[1-(2,4-dichloro-phenyl)-5-(4-fluoro-phenyl)-4-methyl-1H-pyrazol-3-yl]-1,5,5-trimethyl-1,5-dihydro-imidazol-4-one

Procedure

Compound 19 was synthesized from 4g (248 mg, 0.68 mmol) and 5a (130 mg, 1.08 mmol) as a white solid (121 mg, 39%) in a manner similar to that described in Example 36. 1H NMR (400 MHz, CDCl3) δ 7.39 (d, 1H), 7.20 (dd, 1H), 7.13 (d, 1H), 7.06 (dd, 2H), 6.97 (dd, 2H), 3.43 (s, 3H), 2.33 (s, 3H), 1.36 (s, 6H); ESMS m/z: 445.0 (M+1).

Sources & evidence

ORD record
ord-9b24c3ba2b68437cb7ea0d652b2aff17
Source dataset
uspto-grants-2013_01
Patent number
US08354442B2

Reaction notes

Loading…