(1S)-[(2R)-(2,4-difluorophenyl)-2-oxiranyl]ethanol → HCID 15285787, compound

HRID 1491778Notes

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:40])([C:31]([F:39])([F:38])[C:32]([F:37])([F:36])[CH:33]([F:35])[F:34])[CH2:17][O:18][C:19]1[CH:24]=[CH:23][C:22]([N:25]2[C:29](=[O:30])[NH:28][CH:27]=[N:26]2)=[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:28]1[CH:27]=[N:26][N:25]([C:22]2[CH:21]=[CH:20][C:19]([O:18][CH2:17][C:16]([F:15])([F:40])[C:31]([F:38])([F:39])[C:32]([F:37])([F:36])[CH:33]([F:35])[F:34])=[CH:24][CH:23]=2)[C:29]1=[O:30])[CH3:13]

Participants

Reactant 2

HCID 10631861(1S)-[(2R)-(2,4-difluorophenyl)-2-oxiranyl]ethanol

HCID 136161755HCID 136161755, compound

Product 1

HCID 15285787HCID 15285787, compoundYield 61.7%

Procedure

In the same manner as in Reference Example 5, starting from 345 mg of (1S)-[(2R)-(2,4-difluorophenyl)-2-oxiranyl]ethanol and 410 mg of 2-[4-(2,2,3,3,4,4,5,5-octafluoropentoxy)phenyl]-3(2H,4H)-1,2,4-triazolone, 371 mg of 4-[(1R,2S)-2-(2,4-difluorophenyl)-2,3-epoxy-1-methylpropyl]-2-[4-(2,2,3,3,4,4,5,5-octafluoropentoxy)phenyl]-3(2H,4H)-1,2,4-triazolone was obtained as colorless prisms.

Sources & evidence

ORD record: ord-fd74119bfe2b411eae26a11732e77f6f
Source dataset: uspto-grants-1994_12
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05371101

Reaction notes

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