3-AMINO-4-METHYL-5-PHENYLTHIOPHENE-2-CARBOXYLIC ACID METHYL ESTER synthesis

7synthesis methods

Product Name:3-AMINO-4-METHYL-5-PHENYLTHIOPHENE-2-CARBOXYLIC ACID METHYL ESTER
CAS Number:160133-79-9
Molecular formula:C13H13NO2S
Molecular Weight:247.31

108-86-1 Synthesis

108-86-1
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$10.00/5g

85006-31-1 Synthesis

Methyl 3-amino-4-methylthiophene-2-carboxylate

85006-31-1
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$5.00/5g

3-AMINO-4-METHYL-5-PHENYLTHIOPHENE-2-CARBOXYLIC ACID METHYL ESTER

160133-79-9
11 suppliers
$127.00/1g

Yield: 66%

Reaction Conditions:

with PdCl(C₃H₅)(dppb);potassium acetate in N,N-dimethyl acetamide at 120; for 20 h;Inert atmosphere;

Steps:

4.2. General procedure for the synthesis of products 1a and 2-36
General procedure: As a typical experiment, the reaction of 4-(trifluoromethyl)bromobenzene (0.225 g, 1 mmol), methyl 3-amino-4-methylthiophene-2-carboxylate (0.342 g, 2 mmol) and KOAc (0.196 g, 2 mmol) at 120 °C during 20 h in DMAc (3 mL) in the presence of PdCl(C₃H₅)(dppb) (12.2 mg, 0.02 mmol) under argon affords methyl 3-amino-4-methyl-5-(4-trifluoromethylphenyl)-thiophene-2-carboxylate 1a after extraction with dichloromethane, evaporation and filtration on silica gel (pentane/ether) in 82% (0.258 g) yield.

References:

Derridj, Fazia;Si Larbi, Karima;Roger, Julien;Djebbar, Safia;Doucet, Henri [Tetrahedron,2012,vol. 68,# 36,p. 7463 - 7471] Location in patent:experimental part