Diethyl Ether → 2-(2,4-Difluorophenyl)-3-methyl-3-(pyrimidin-4-yl)-1-(1H-1,2,4-triazol-1-yl)butan-2-ol

HRID 1196925Notes

Reaction equation

HRID 1196925 reaction equation
[CH3:1][CH:2]([C:4]1[CH:9]=[CH:8][N:7]=[CH:6][N:5]=1)[CH3:3].C([N-]C(C)C)(C)C.[Li+].[F:18][C:19]1[CH:24]=[C:23]([F:25])[CH:22]=[CH:21][C:20]=1[C:26](=[O:33])[CH2:27][N:28]1[CH:32]=[N:31][CH:30]=[N:29]1.CCOCC>O1CCCC1>[F:18][C:19]1[CH:24]=[C:23]([F:25])[CH:22]=[CH:21][C:20]=1[C:26]([OH:33])([C:2]([CH3:3])([C:4]1[CH:9]=[CH:8][N:7]=[CH:6][N:5]=1)[CH3:1])[CH2:27][N:28]1[CH:32]=[N:31][CH:30]=[N:29]1

Participants

6

Reactant 4

HCID 3283Diethyl EtherHCID 5880801-(2,4-Difluorophenyl)-2-(1H-1,2,4-triazol-1-yl)ethanoneHCID 2724682Lithium diisopropylamideHCID 189565064-Isopropylpyrimidine

Product 1

HCID 189565172-(2,4-Difluorophenyl)-3-methyl-3-(pyrimidin-4-yl)-1-(1H-1,2,4-triazol-1-yl)butan-2-olYield 2.7%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

Treatment of the product of part (i) (2.46 g) with lithium diisopropylamide (0.02 mole) in dry tetrahydrofuran followed by 1-(2,4-difluorophenyl)-2-(1H-1,2,4-triazol-1-yl)ethanone (4.49 g) according to the method of Example 3 gave the title compound, (0.185 g), m.p. 126°-127° (from ether).

Sources & evidence

ORD record
ord-5e46edd701f8413ebf02ab10067b4fa7
Source dataset
uspto-grants-1992_05
Patent number
US05116844

Reaction notes

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