2-Chloro-4-(trifluoromethyl)pyridine → (2-Methyl-4,5-(methylenedioxy)phenyl)(2-chloro-4-trifluoromethyl-3-pyridyl)methanol

HRID 1835405Notes

Reaction equation

HRID 1835405 reaction equation
[Cl:1][C:2]1[CH:7]=[C:6]([C:8]([F:11])([F:10])[F:9])[CH:5]=[CH:4][N:3]=1.[CH3:12][C:13]1[CH:20]=[C:19]2[O:21][CH2:22][O:23][C:18]2=[CH:17][C:14]=1[CH:15]=[O:16]>>[CH3:12][C:13]1[CH:20]=[C:19]2[O:21][CH2:22][O:23][C:18]2=[CH:17][C:14]=1[CH:15]([C:7]1[C:2]([Cl:1])=[N:3][CH:4]=[CH:5][C:6]=1[C:8]([F:9])([F:10])[F:11])[OH:16]

Participants

3

Reactant 2

HCID 1449582-Chloro-4-(trifluoromethyl)pyridineHCID 31462426-Methyl-2H-1,3-benzodioxole-5-carbaldehyde

Product 1

HCID 23503597(2-Methyl-4,5-(methylenedioxy)phenyl)(2-chloro-4-trifluoromethyl-3-pyridyl)methanolYield 74.1%

Procedure

Using 1.5 g (8.3 mmol) of 2-chloro-4-trifluoromethylpyridine and 1.4 g (8.2 mmol) of 2-methyl-4,5-(methylenedioxy)benzaldehyde, 2.1 g (yield 73%) of (2-methyl-4,5-(methylenedioxy)phenyl)(2-chloro-4-trifluoromethyl-3-pyridyl)methanol (m.p. 127-130° C.) was obtained by a process in accordance with step (a) of Synthesis Example 1.

Sources & evidence

ORD record
ord-60e5129c7e494b898c589c0592d527a1
Source dataset
uspto-grants-2004_08
Patent number
US06770662B2

Reaction notes

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