ChemicalBook CAS DataBase List 2-DiMethylaMino-5-iodopyridine

2-DiMethylaMino-5-iodopyridine synthesis

4synthesis methods

Product Name:2-DiMethylaMino-5-iodopyridine
CAS Number:380381-36-2
Molecular formula:C7H9IN2
Molecular Weight:248.06

20511-12-0 Synthesis

20511-12-0
458 suppliers
$6.00/1g

74-88-4
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$15.00/10g

380381-36-2
43 suppliers
$44.00/100mg

Yield:380381-36-2 2086 mg

Reaction Conditions:

Stage #1: 2-amino-5-iodopyridinewith sodium hydride in N,N-dimethyl-formamide;mineral oil at 20; for 0.5 h;Inert atmosphere;Cooling with ice;
Stage #2: methyl iodide in N,N-dimethyl-formamide;mineral oil;Cooling with ice;

Steps:

28.1 (Step 1: Synthesis of Compound (12))

Under an argon atmosphere, after a N,N-dimethylformamide solution (20 mL) of 5-iodo-2-aminopyridine (11) (2200 mg, 10.0 mmol) was cooled with ice, sodium hydride (60% oil, 1200 mg, 30.0 mmol) was added thereto. The reaction liquid was heated to room temperature, and stirred for 30 minutes. The reaction liquid was cooled with ice, and, after methyl iodide (4258 mg, 30.0 mmol) was added thereto, the reaction liquid was heated to room temperature. After the disappearance of the raw material, the reaction liquid was added in water and stirred, and the organic layer was extracted with ethyl acetate. After the organic layer was washed with water and saturated saline water and dried with anhydrous sodium sulphate, the solvent was distillated under reduced pressure. By refining the residue by column chromatography (developing solvent: heptane/ethyl acetate = 99/1 → 24/1), 2086 mg of the title compound (12) was obtained.

References:

EP2767532,2014,A1 Location in patent:Paragraph 0268

280116-78-1 Synthesis