(1S)-[(2R)-(2,4-difluorophenyl)-2-oxiranyl]ethanol → HCID 57269908, compound

HRID 129169Notes

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:46])([CH:43]([F:45])[F:44])[CH2:17][O:18][C:19]1[CH:24]=[CH:23][C:22]([N:25]2[CH2:30][CH2:29][N:28]([C:31]3[CH:36]=[CH:35][C:34]([N:37]4[CH:41]=[N:40][NH:39][C:38]4=[O:42])=[CH:33][CH:32]=3)[CH2:27][CH2:26]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:39]1[C:38](=[O:42])[N:37]([C:34]2[CH:33]=[CH:32][C:31]([N:28]3[CH2:27][CH2:26][N:25]([C:22]4[CH:21]=[CH:20][C:19]([O:18][CH2:17][C:16]([F:15])([F:46])[CH:43]([F:44])[F:45])=[CH:24][CH:23]=4)[CH2:30][CH2:29]3)=[CH:36][CH:35]=2)[CH:41]=[N:40]1)[CH3:13]

Participants

Reactant 2

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

HCID 19373668HCID 19373668, compound

Product 1

HCID 57269908HCID 57269908, compoundYield 21.4%

Procedure

In the same manner as in Reference Example 5, starting from 0.31 g of (1S)-1-[(2R)-(2,4-difluorophenyl)-2-oxiranyl]ethanol and 0.50 g of 4-[4-[4-[4-(2,2,3,3-tetrafluoropropoxy)phenyl]-1-piperazinyl]phenyl]-3(2H,4H)-1,2,4-triazolone, 0.15 g of 2-[(1R,2S)-2-(2,4-difluorophenyl)- 2,3-epoxy-1-methylpropyl]-4-[4-[4-[4-(2,2,3,3-tetrafluoropropoxy)phenyl]-1-piperazinyl]phenyl]-3(2H,4H)-1,2,4-triazolone was obtained as a colorless powder.

Sources & evidence

ORD record: ord-8e3c019b2db34aacbf0c218f86c10237
Source dataset: uspto-grants-1995_11
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05466820

Reaction notes

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