5-methyl-5-[4-(propan-2-yloxy)phenyl]imidazolidine-2,4-dione → (E)-3-(3-(5-(1,1,1,3,3,3-hexafluoro-2-hydroxypropan-2-yl)-3-(prop-1-enyl)pyridin-2-yl oxy)benzyl)-5-(4-(1-methylethoxy)phenyl)-5-methylimidazolidine-2,4-dione

HRID 1690150Notes

Reaction equation

HRID 1690150 reaction equation
[F:1][C:2]([F:31])([F:30])[C:3]([C:12]1[CH:13]=[C:14](/[CH:27]=[CH:28]/[CH3:29])[C:15]([O:18][C:19]2[CH:20]=[C:21]([CH2:25]O)[CH:22]=[CH:23][CH:24]=2)=[N:16][CH:17]=1)([O:8]COC)[C:4]([F:7])([F:6])[F:5].[CH3:32][CH:33]([O:35][C:36]1[CH:41]=[CH:40][C:39]([C:42]2([CH3:49])[NH:46][C:45](=[O:47])[NH:44][C:43]2=[O:48])=[CH:38][CH:37]=1)[CH3:34]>>[F:31][C:2]([F:1])([F:30])[C:3]([C:12]1[CH:13]=[C:14](/[CH:27]=[CH:28]/[CH3:29])[C:15]([O:18][C:19]2[CH:20]=[C:21]([CH:22]=[CH:23][CH:24]=2)[CH2:25][N:44]2[C:43](=[O:48])[C:42]([C:39]3[CH:38]=[CH:37][C:36]([O:35][CH:33]([CH3:32])[CH3:34])=[CH:41][CH:40]=3)([CH3:49])[NH:46][C:45]2=[O:47])=[N:16][CH:17]=1)([OH:8])[C:4]([F:7])([F:6])[F:5]

Participants

3

Reactant 2

HCID 30521535-methyl-5-[4-(propan-2-yloxy)phenyl]imidazolidine-2,4-dioneHCID 59201010(E)-(3-(5-(1,1,1,3,3,3-hexafluoro-2-(methoxymethoxy)propan-2-yl)-3-(prop-1-enyl)pyridin-2-yloxy)phenyl)methanol

Product 1

HCID 44538128(E)-3-(3-(5-(1,1,1,3,3,3-hexafluoro-2-hydroxypropan-2-yl)-3-(prop-1-enyl)pyridin-2-yl oxy)benzyl)-5-(4-(1-methylethoxy)phenyl)-5-methylimidazolidine-2,4-dione

Procedure

After reacting and treating (E)-(3-(5-(1,1,1,3,3,3-hexafluoro-2-(methoxymethoxy)propan-2-yl)-3-(prop-1-enyl)pyridin-2-yloxy)phenyl)methanol in a similar manner to Preparation example 3 b), 5-(4-(1-methylethoxy)phenyl)-5-methylimidazolidine-2,4-dione was used in place of 5-(benzo[d][1,3]dioxol-5-yl)-5-methylimidazolidine-2,4-dione in Example 1 for a similar reaction and treatment, and the title compound was obtained as a colorless oil.

Workup

  1. customwas used in place of 5-(benzo[d][1,3]dioxol-5-yl)-5-methylimidazolidine-2,4-dione in Example 1 for a similar reaction and treatment

Sources & evidence

ORD record
ord-024bb22f8dbc4508be3d3642ce86f302
Source dataset
uspto-grants-2012_04
Patent number
US08153634B2

Reaction notes

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