N-(6-Bromoimidazo[1,2-a]pyridin-2-yl)cyclopropanecarboxamide Chemical Properties

Density 

1.81±0.1 g/cm3(Predicted)

pka

9.83±0.20(Predicted)

InChI

InChI=1S/C11H10BrN3O/c12-8-3-4-10-13-9(6-15(10)5-8)14-11(16)7-1-2-7/h3-7H,1-2H2,(H,14,16)

InChIKey

LAKCXXIEOGRDJQ-UHFFFAOYSA-N

SMILES

C1(C(NC2=CN3C(=N2)C=CC(Br)=C3)=O)CC1

N-(6-Bromoimidazo[1,2-a]pyridin-2-yl)cyclopropanecarboxamide Usage And Synthesis

Synthesis

To a solution of 6-Bromoimidazo[1,2-a]pyridin-2-amine (73 g, 346 mmol) in CH2Cl2 (1.5 L) was added Et3N (42 g, 415 mmol). Cyclopropanecarbonyl chloride (41 g, 398 mmol) in CH2Cl2 (100 mL) was added dropwise at 0 C. After the addition was complete, the mixture was warmed to room temperature and stirred for 3 h. After the reaction was complete according to TLC, saturated K2CO3 solution (100 mL) was added to quench the reaction. The mixture was stirred for 2h. Yellow solids crushed out of the mixture were collected by filtration and dried to provide N-(6-Bromoimidazo[1,2-a]pyridin-2-yl)cyclopropanecarboxamide as a yellow solid (97 g, 99%)