ChemicalBook CAS DataBase List THIENO[2,3-B]PYRIDINE-2-CARBOXYLIC ACID

THIENO[2,3-B]PYRIDINE-2-CARBOXYLIC ACID synthesis

4synthesis methods

Product Name:THIENO[2,3-B]PYRIDINE-2-CARBOXYLIC ACID
CAS Number:59944-76-2
Molecular formula:C8H5NO2S
Molecular Weight:179.2

154650-88-1 Synthesis

Methyl thieno[2,3-b]pyridine-2-carboxylate

154650-88-1
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$120.18/1gm:

59944-76-2
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$27.00/250mg

Yield:59944-76-2 85%

Reaction Conditions:

with hydrogenchloride;sodium hydroxide in methanol;water;

Steps:

12.v N-(1-azabicyclo[2.2.1]hept-3-yl)-thieno[2,3-b]pyridine-2-carboxamide

C101 (0.700 g, 3.63 mmol) is dissolved in MeOH (15 mL) and 3 mL H₂O. 2N NaOH (1.82 mL, 3.63 mmol) is added drop-wise, and the reaction is stirred at rt for 24 h. The reaction is concentrated in vacuo, and H₂O (40 mL) is added to dissolve the residue. The resulting solution is acidified to pH 4 using concentrated HCl, and the precipitate is isolated by filtration, yielding thieno[2,3-b]pyridine-2-carboxylic acid (C102) as a white powder (85% yield). MS (EI) for C₈H₅NO₂S, M/z: 179 (M)⁺.

References:

US2003/153595,2003,A1

59944-78-4 Synthesis