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ChemicalBook CAS DataBase List 1-(4-Chloro-2-(3-methyl-1H-pyrazol-1-yl)phenyl)-2,2,2-trifluoroethanol
1033805-20-7

1-(4-Chloro-2-(3-methyl-1H-pyrazol-1-yl)phenyl)-2,2,2-trifluoroethanol synthesis

2synthesis methods
1453-58-3 Synthesis
3-Methylpyrazole

1453-58-3
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Benzenemethanol, 4-chloro-2-iodo-α-(trifluoromethyl)-

1033805-19-4
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1-(4-Chloro-2-(3-methyl-1H-pyrazol-1-yl)phenyl)-2,2,2-trifluoroethanol

1033805-20-7
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Yield:1033805-20-7 240 mg

Reaction Conditions:

with copper(l) iodide;(R,R)-N,N'-dimethyl-1,2-diaminocyclohexane;potassium carbonate in toluene at 130; for 12 h;

Steps:

18

A mixture of 1- (4-chloro-2-iodo-phenyl) -2,2,2-trifluoro-ethanol (0.840 g, 2.5 mmol), 3-methylpyrazole(0.230 g, 2.8 mmol), CuI (0.190 g, 1.0 mmol), K2CO3 (0.863 g, 6.25 mmol), (1R, 2R) -N, N'-dimethyl(0.071 g, 0.5 mmol) and toluene (10 ml) were combined in a 20 ml pressure tube, and the mixture 130Lt; 0 & gt; C (oil bath temperature) for 12 hours. The mixture was diluted with ethyl acetate, washed with H2O (2 x 20 ml), brine and treated with sulfurSodium sulfate is dry. The solvent was removed to give the crude product which was purified by ISCO column chromatography using 5-10% ethyl acetate in hexanes as solventTo give 1- [4-chloro-2- (3-methyl-pyrazol-1-yl) -phenyl] -2,2,2-trifluoro-ethanol (240 mg).

References:

CN104045626,2017,B Location in patent:Paragraph 0222