4-(Trifluoromethyl)phenylboronic acid → methyl 3-methyl-1-[4-(trifluoromethyl)phenyl]-1H-pyrazole-4-carboxylate

HRID 2090868Notes

Reaction equation

HRID 2090868 reaction equation
[CH3:1][C:2]1[C:6]([C:7]([O:9][CH3:10])=[O:8])=[CH:5][NH:4][N:3]=1.[F:11][C:12]([F:23])([F:22])[C:13]1[CH:18]=[CH:17][C:16](B(O)O)=[CH:15][CH:14]=1>>[CH3:1][C:2]1[C:6]([C:7]([O:9][CH3:10])=[O:8])=[CH:5][N:4]([C:16]2[CH:17]=[CH:18][C:13]([C:12]([F:23])([F:22])[F:11])=[CH:14][CH:15]=2)[N:3]=1

Participants

3

Reactant 2

HCID 27343894-(Trifluoromethyl)phenylboronic acidHCID 178498883HCID 178498883, compound

Product 1

HCID 66777693methyl 3-methyl-1-[4-(trifluoromethyl)phenyl]-1H-pyrazole-4-carboxylateYield 11.1%

Procedure

Using a crude product of methyl 3-methyl-1H-pyrazole-4-carboxylate (8.9 g) synthesized in Example 1(3) and 4-trifluoromethylphenylboronic acid (13.3 g) and in the same manner as in Example 17(1), the title object compound (2.0 g, 11%) was obtained as a white solid.

Sources & evidence

ORD record
ord-f39278d91c0740959fe8d8ea2faf52ec
Source dataset
uspto-grants-2013_05
Patent number
US08436043B2

Reaction notes

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