1H-1,2,4-Triazole → (2R,3R)-2-(2,4-Difluorophenyl)-3-[6-methoxy-9(9H)-purinyl]-1-(1H-1,2,4-triazol-1-yl)-2-butanol

HRID 2397014

Reaction equation

HRID 2397014 reaction equation
[NH:1]1[CH:5]=[N:4][CH:3]=[N:2]1.[F:6][C:7]1[CH:12]=[C:11]([F:13])[CH:10]=[CH:9][C:8]=1[C@:14]1([C@H:17]([N:19]2[CH:27]=[N:26][C:25]3[C:20]2=[N:21][CH:22]=[N:23][C:24]=3[O:28][CH3:29])[CH3:18])[CH2:16][O:15]1>>[F:6][C:7]1[CH:12]=[C:11]([F:13])[CH:10]=[CH:9][C:8]=1[C@:14]([OH:15])([C@H:17]([N:19]1[CH:27]=[N:26][C:25]2[C:20]1=[N:21][CH:22]=[N:23][C:24]=2[O:28][CH3:29])[CH3:18])[CH2:16][N:1]1[CH:5]=[N:4][CH:3]=[N:2]1

Participants

3

Reactant 2

HCID 92571H-1,2,4-TriazoleHCID 18657628(2S)-2-(2,4-difluorophenyl)-2-[(1R)-1-[6-methoxy-9(9H)-purinyl]ethyl] oxirane

Product 1

HCID 54133618(2R,3R)-2-(2,4-Difluorophenyl)-3-[6-methoxy-9(9H)-purinyl]-1-(1H-1,2,4-triazol-1-yl)-2-butanolYield 77.4%

Procedure

Using 1H-1,2,4-triazole (74 mg) and (2S)-2-(2,4-difluorophenyl)-2-[(1R)-1-[6-methoxy-9(9H)-purinyl]ethyl]oxirane (183 mg), Compound 47 (171 mg) was obtained as colorless prisms by the same way as in Example 1.

Sources & evidence

ORD record
ord-198a67c4a6f14f15879b6f221928542f
Source dataset
uspto-grants-1996_02
Patent number
US05495024

Linked notes

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