ChemicalBook CAS DataBase List 3-Iodopyridine-2-carboxylic acid

3-Iodopyridine-2-carboxylic acid synthesis

4synthesis methods

Product Name:3-Iodopyridine-2-carboxylic acid
CAS Number:73841-32-4
Molecular formula:C6H4INO2
Molecular Weight:249.01

98-98-6 Synthesis

98-98-6
621 suppliers
$5.00/10g

73841-32-4
58 suppliers
$25.00/100mg

Yield:73841-32-4 66%

Reaction Conditions:

Stage #1: 2-Picolinic acidwith 2,2,6,6-tetramethyl-piperidine;n-butyllithium in tetrahydrofuran at -78 - 30; for 0.5 h;
Stage #2: with iodine in tetrahydrofuran at 20; for 1 h;

Steps:

3.1 1) Preparation of 3-iodopyridine-2-carboxylic acid

A solution of 2,2,6,6-tetramethylpiperidine (8.48 g, 60 mmol) in tetrahydrofuran (100 mL)Cooling to -78 deg C, N-butyllithium (2.5 mol / L, 16 mL, 40 mmol) was added dropwise, Slowly warmed to room temperature for 30 minutes. Cooling to -78 deg C, This was added dropwise to a suspension of pyridine-2-carboxylic acid (2.46 g, 20 mmol) in tetrahydrofuran, After completion of the dropwise addition, the reaction was allowed to proceed at room temperature for 30 minutes, Cooling to -30 deg C, A solution of iodine (15.23 g, 60 mmol) in tetrahydrofuran was added dropwise to the reaction flask, The mixture was stirred at room temperature for 1 hour, add water, Standing overnight Precipitation of solids, The target compound was filtered (3.3 g, yield 66%).

References:

CN106317027,2017,A Location in patent:Paragraph 0246; 0247; 0248