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ChemicalBook CAS DataBase List 7-broMo-2-(chloroMethyl)H-iMidazo[1,2-a]pyridine

7-broMo-2-(chloroMethyl)H-iMidazo[1,2-a]pyridine synthesis

3synthesis methods
1187236-21-0 Synthesis
IMidazo[1,2-a]pyridine-2-Methanol, 7-broMo-

1187236-21-0
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Yield:1019023-07-4 0.325 mg

Reaction Conditions:

with thionyl chloride in dichloromethane at 0 - 20; for 2 h;

Steps:

57.3 Step 3
Preparation of 7-Bromo-2-chloromethyl-imidazo[1,2-a]pyridine

Step 3
Preparation of 7-Bromo-2-chloromethyl-imidazo[1,2-a]pyridine
To a stirred solution of 7-Bromo-imidazo[1,2-a]pyridin-2-yl)-methanol (0.340 g, 1.497 mmol) in CH2Cl2 (5 mL) is added SOCl2 (0.11 mL, 1.497 mmol) drop wise at 0° C. then stirred at room temperature for 2 hours.
The reaction mixture is diluted with saturated sodium bicarbonate and extracted with CH2Cl2.
The organic layer dried over sodium sulfate, and solvent is evaporated under vacuum to afford the title compound (0.325 mg).
1H-NMR (400 MHz, DMSO-d6) δ: 4.84 (s, 2H), 7.07-7.09 (dd, J1=1.92 Hz, J2=7.16 Hz), 7.85 (d, J=1.48 Hz, 1H), 8.03 (s, 1H), 8.50 (d, J=7.24 Hz, 1H). LC-MS (m/z): [M+H]=247.0.

References:

US2013/237502,2013,A1 Location in patent:Paragraph 0384