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18162-48-6872-50-4Methylene ChloridenaphthaleneTHFTitanium Dioxide
1047630-52-3

2-Thiophenecarboxylic acid, 5-chloro-4-(1-methyl-1H-pyrazol-5-yl)-, methyl ester synthesis

5synthesis methods
Methyl 4-broMo-5-chlorothiophene-2-carboxylate

1047630-72-7
62 suppliers
$9.00/250mg

847818-74-0 Synthesis
1-Methyl-1H-pyrazole-5-boronic acid pinacol ester

847818-74-0
267 suppliers
$6.00/1g

2-Thiophenecarboxylic acid, 5-chloro-4-(1-methyl-1H-pyrazol-5-yl)-, methyl ester

1047630-52-3
19 suppliers
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Yield:1047630-52-3 70%

Reaction Conditions:

with potassium carbonate;bis(tri-t-butylphosphine)palladium(0) in 1,4-dioxane;water at 75; for 1.5 h;

Steps:

95.c

To a 300 mL sealed flask was added 1 -methyl-5-(4,4,5,5-tetramethyl-1 ,3,2- dioxaborolan-2-yl)-1 H-pyrazole (8.14 g, 39.1 mmol). potassium carbonate (12.98 g, 94 mmol), methyl 4-bromo-5-chloro-2-thiophenecarboxylate (8 g, 31.3 mmol) and bis(tri-t-butylphosphine)palladium(0) (0.40 g, 0.78 mmol) in 1 ,4-dioxane (50 ml) and H2O (6 ml). After stirring for 90 min at 75 0C, the reaction solution was diluted with DCM (100 mL) and washed with H2O. The organic layer was dried Na2SO4, filtered and concentrated. The reaction residue was purified on silica gel [hexanes/EtOAc, 2:1 ] to give the product [5.7 g, 70%] as a tan solid: LCMS (ES) m/z 258 (M+H)+ .

References:

WO2008/98104,2008,A1 Location in patent:Page/Page column 188-189

methyl 5-chloro-4-iodo-2-thiophenecarboxylate

1047644-88-1
2 suppliers
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5-(5,5-DIMETHYL-1,3,2-DIOXABORINAN-2-YL)-1-METHYL-1H-PYRAZOLE

1044851-76-4
38 suppliers
$31.00/100mg

2-Thiophenecarboxylic acid, 5-chloro-4-(1-methyl-1H-pyrazol-5-yl)-, methyl ester

1047630-52-3
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References
24065-33-6 Synthesis
5-Chlorothiophene-2-carboxylic acid

24065-33-6
767 suppliers
$6.00/5g

2-Thiophenecarboxylic acid, 5-chloro-4-(1-methyl-1H-pyrazol-5-yl)-, methyl ester

1047630-52-3
19 suppliers
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References
35475-03-7 Synthesis
Methyl-5-chlorothiophene-2-carboxylate

35475-03-7
123 suppliers
$17.00/1g

2-Thiophenecarboxylic acid, 5-chloro-4-(1-methyl-1H-pyrazol-5-yl)-, methyl ester

1047630-52-3
19 suppliers
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References
methyl 5-chloro-4-iodo-2-thiophenecarboxylate

1047644-88-1
2 suppliers
inquiry

847818-74-0 Synthesis
1-Methyl-1H-pyrazole-5-boronic acid pinacol ester

847818-74-0
267 suppliers
$6.00/1g

2-Thiophenecarboxylic acid, 5-chloro-4-(1-methyl-1H-pyrazol-5-yl)-, methyl ester

1047630-52-3
19 suppliers
inquiry

References