(1S)-[(2R)-(2,4-difluorophenyl)-2-oxiranyl]ethanol → HCID 10766853, compound

HRID 1491759Notes

Reaction equation

HRID 1491759 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.[F:15][C:16]([F:34])([CH:31]([F:33])[F:32])[CH2:17][O:18][C:19]1[CH:24]=[CH:23][C:22]([N:25]2[CH:29]=[N:28][NH:27][C:26]2=[O:30])=[CH:21][CH:20]=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:27]1[C:26](=[O:30])[N:25]([C:22]2[CH:21]=[CH:20][C:19]([O:18][CH2:17][C:16]([F:15])([F:34])[CH:31]([F:32])[F:33])=[CH:24][CH:23]=2)[CH:29]=[N:28]1)[CH3:13]

Participants

3

Reactant 2

HCID 10631861(1S)-[(2R)-(2,4-difluorophenyl)-2-oxiranyl]ethanolHCID 10779907HCID 10779907, compound

Product 1

HCID 10766853HCID 10766853, compoundYield 71.1%

Procedure

In the same manner as in Reference Example 5, starting from 1.0 g of (1S)-1-[(2R)-2-(2,4-difluorophenyl)-2-oxiranyl]ethanol and 1.16 g of 4-[4-(2,2,3,3-tetrafluoropropoxy)phenyl]-3(2H,4H)-1,2,4-triazolone, 2-[(1R,2S)-2-(2,4-difluorophenyl)-2,3-epoxy-1-methylpropyl]-4-[4-(2,2,3,3-tetrafluoropropoxy)phenyl]-3(2H,4H)-1,2,4-triazolone (1.34 g) was obtained as a colorless oil. IR ν cm-1 (film): 1716, 1705, 1616, 1558, 1516, 1257, 1108.

Sources & evidence

ORD record
ord-5adc3dd0e65a42e1a388421be4c92e4b
Source dataset
uspto-grants-1994_12
Patent number
US05371101

Reaction notes

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