1-Ethyl-3-[4-(trifluoromethoxy)phenyl]-1H-pyrazole-5-carbaldehyde → 1-{1-ethyl-3-[4-(trifluoromethoxy)phenyl]-1H-pyrazol-5-yl}-3-methylbutan-1-ol

HRID 2090913Notes

Reaction equation

HRID 2090913 reaction equation
[CH2:1]([N:3]1[C:7]([CH:8]=[O:9])=[CH:6][C:5]([C:10]2[CH:15]=[CH:14][C:13]([O:16][C:17]([F:20])([F:19])[F:18])=[CH:12][CH:11]=2)=[N:4]1)[CH3:2].O1CCCC1.[CH2:26]([Mg]Br)[CH:27]([CH3:29])[CH3:28]>O1CCCC1>[CH2:1]([N:3]1[C:7]([CH:8]([OH:9])[CH2:26][CH:27]([CH3:29])[CH3:28])=[CH:6][C:5]([C:10]2[CH:11]=[CH:12][C:13]([O:16][C:17]([F:18])([F:20])[F:19])=[CH:14][CH:15]=2)=[N:4]1)[CH3:2]

Participants

4

Reactant 2

HCID 866627181-Ethyl-3-[4-(trifluoromethoxy)phenyl]-1H-pyrazole-5-carbaldehydeHCID 178420648HCID 178420648, compound

Product 1

HCID 686292361-{1-ethyl-3-[4-(trifluoromethoxy)phenyl]-1H-pyrazol-5-yl}-3-methylbutan-1-olYield 31%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

1-Ethyl-3-[4-(trifluoromethoxy)phenyl]-1H-pyrazole-5-carbaldehyde (2.5 g) synthesized in Example 58(2) was dissolved in tetrahydrofuran (20 mL), and 1M isobutylmagnesium bromide tetrahydrofuran solution (12 mL) was added dropwise at 0° C. In the same manner as in Example 1(6), the title object compound (0.9 g, 31%) was obtained as an oil.

Sources & evidence

ORD record
ord-06434d69a2f74ff2847ba00e22ff65c6
Source dataset
uspto-grants-2013_05
Patent number
US08436043B2

Reaction notes

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