3-AMINO-4,6-DIMETHYLTHIENO[2,3-B]PYRIDINE-2-CARBOXAMIDE synthesis

5synthesis methods

Product Name:3-AMINO-4,6-DIMETHYLTHIENO[2,3-B]PYRIDINE-2-CARBOXAMIDE
CAS Number:67795-42-0
Molecular formula:C10H11N3OS
Molecular Weight:221.28

683-57-8 Synthesis

683-57-8
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54585-47-6
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3-AMINO-4,6-DIMETHYLTHIENO[2,3-B]PYRIDINE-2-CARBOXAMIDE

67795-42-0
28 suppliers
$60.00/10mg

Yield: 80%

Reaction Conditions:

with sodium methylate in methanolHeating / reflux;

Steps:

14 Example 14: Synthesis [OF 3-AMINO-4,] 6-dimethyl-thieno [2, 3-b] pyridine-2-carboxylic acid amide
[A-BROMOACETAMIDE] (388 mg, 2.81 mmol) was added to a solution of 2-mercapto-4, 6- dimethyl-nicotinonitrile (420 mg, 2.56 mmol) in MeOH (25 mL) at room temperature. This was followed by addition of sodium methoxide (1.76 mL, 25% NaOMe in MeOH, 7.7 mmol). The reaction mixture was heated to reflux. Heating at reflux was continued overnight, after which time the reaction mixture was cooled and filtered. The product was dried overnight providing 450mg (80%) of the title compound, m. p. [238-40°C.]

References:

BOEHRINGER INGELHEIM PHARMACEUTICALS, INC. WO2003/103661, 2003, A1 Location in patent:Page 83