(1S)-[(2R)-(2,4-difluorophenyl)-2-oxiranyl]ethanol → HCID 18657636, compound

HRID 1491796Notes

Reaction equation

HRID 1491796 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][C:16]1[N:17]([C:22]2[CH:27]=[CH:26][C:25]([O:28][CH2:29][C:30]([F:35])([F:34])[CH:31]([F:33])[F:32])=[CH:24][CH:23]=2)[C:18](=[O:21])[NH:19][N: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:19]1[C:18](=[O:21])[N:17]([C:22]2[CH:23]=[CH:24][C:25]([O:28][CH2:29][C:30]([F:34])([F:35])[CH:31]([F:32])[F:33])=[CH:26][CH:27]=2)[C:16]([CH3:15])=[N:20]1)[CH3:13]

Participants

3

Reactant 2

HCID 10631861(1S)-[(2R)-(2,4-difluorophenyl)-2-oxiranyl]ethanolHCID 19373603HCID 19373603, compound

Product 1

HCID 18657636HCID 18657636, compoundYield 46.2%

Procedure

In the same manner as in Reference Example 5, starting from 0.50 g of (1S)-1-[(2R)-(2,4-difluorophenyl)-2-oxiranyl]ethanol and 0.61 g of 5-methyl-4-[4-(2,2,3,3-tetrafluoropropoxy)phenyl]-3(2H,4H)-1,2,4-triazolone, 0.45 g of 2-[(1R,2S)-2-(2,4-difluorophenyl)-2,3-epoxy-1-methylpropyl]-5-methyl-4-[4-(2,2,3,3-tetrafluoropropoxy)phenyl]-3(2H,4H)-1,2,4-triazolone was obtained as a colorless oil.

Sources & evidence

ORD record
ord-5184a2eeda6d4ef3b21146073fd4ee3e
Source dataset
uspto-grants-1994_12
Patent number
US05371101

Reaction notes

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