(1S)-[(2R)-(2,4-difluorophenyl)-2-oxiranyl]ethanol → 1-[(1R,2S)-2-(2,4-difluorophenyl)-2,3-epoxy-1-methylpropyl]-3-(4-methoxyphenyl)-2(1H,3H)-imidazolone

HRID 129120Notes

Reaction equation

HRID 129120 reaction equation
[F:1][C:2]1[CH:7]=[C:6]([F:8])[CH:5]=[CH:4][C:3]=1[C@:9]1([C@@H:12](O)[CH3:13])[CH2:11][O:10]1.[CH3:15][O:16][C:17]1[CH:22]=[CH:21][C:20]([N:23]2[CH:27]=[CH:26][NH:25][C:24]2=[O:28])=[CH:19][CH:18]=1>>[F:1][C:2]1[CH:7]=[C:6]([F:8])[CH:5]=[CH:4][C:3]=1[C@:9]1([O:10][CH2:11]1)[C@H:12]([N:25]1[CH:26]=[CH:27][N:23]([C:20]2[CH:19]=[CH:18][C:17]([O:16][CH3:15])=[CH:22][CH:21]=2)[C:24]1=[O:28])[CH3:13]

Participants

3

Reactant 2

HCID 10631861(1S)-[(2R)-(2,4-difluorophenyl)-2-oxiranyl]ethanolHCID 149274251-(4-Methoxyphenyl)-2,3-dihydro-1h-imidazol-2-one

Product 1

HCID 152857451-[(1R,2S)-2-(2,4-difluorophenyl)-2,3-epoxy-1-methylpropyl]-3-(4-methoxyphenyl)-2(1H,3H)-imidazoloneYield 25%

Procedure

In the same manner as in Reference Example 5, starting from 1.66 g of (1S)-1-[(2R)-2-(2,4-difluorophenyl)-2-oxiranyl]ethanol and 1.26 g of 1-(4-methoxyphenyl)-2(1H,3H)-imidazolone, 1-[(1R,2S)-2-(2,4-difluorophenyl)-2,3-epoxy-1-methylpropyl]-3-(4-methoxyphenyl)-2(1H,3H)-imidazolone (617 mg) was obtained as colorless prisms.

Sources & evidence

ORD record
ord-952592a095044a5eb32b23103a4c09da
Source dataset
uspto-grants-1995_11
Patent number
US05466820

Reaction notes

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