ChemicalBook CAS DataBase List N-Cyclopropyl 4-chloropicolinaMide

N-Cyclopropyl 4-chloropicolinaMide synthesis

6synthesis methods

Product Name:N-Cyclopropyl 4-chloropicolinaMide
CAS Number:1090815-16-9
Molecular formula:C9H9ClN2O
Molecular Weight:196.63

24484-93-3 Synthesis

24484-93-3
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$6.00/5g

765-30-0
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$10.00/25g

1090815-16-9
14 suppliers
$45.00/50mg

Yield:1090815-16-9 90.1%

Reaction Conditions:

in tetrahydrofuran;methanol at 2 - 20;

Steps:

5.3.2. 4-Chloro-N-methylpicolinamide (4a)¹¹

General procedure: The compound 3 (10 g, 58.3 mmol) was dissolved in 70 mL methanol/THF (2/5) mixture at 0 °C, then a solution of methylamine (5 g, 161.3 mmol) in THF (60 mL) was added at a rate that kept the internal temperature below 2 °C. The mixture was stirred at room temperature for 3 h and then was concentrated in vacuo. The crude product was dissolved in 100 mL ethyl acetate and was washed with brine, dried over anhydrous sodium sulfate, and concentrated under reduced pressure to afford 4a (9.4 g, 94.5%) as light yellow crystalline.

References:

Yao, Jianwen;Chen, Jing;He, Zuopeng;Sun, Wei;Xu, Wenfang [Bioorganic and Medicinal Chemistry,2012,vol. 20,# 9,p. 2923 - 2929] Location in patent:experimental part

98-98-6 Synthesis