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ChemicalBook CAS DataBase List 2-Amino-5-bromo-3-methylpyridine
3430-21-5

2-Amino-5-bromo-3-methylpyridine synthesis

2synthesis methods
-

Yield:3430-21-5 100%

Reaction Conditions:

Stage #1:3-methylpyridin-2-ylamine with bromine in dichloromethane at 0 - 20; for 4.66667 h;
Stage #2: with sodium hydroxide in dichloromethane;water; pH=9

Steps:


Bromine (15.4 mL, 0.30 mol) was added dropwise to a stirred and cooled (0-2 [°C)] solution of 2-amino-3-picoline (1; 32.44 g, 0.30 mol) in dry [CH2CI2] (1000 mL) over a period of 1 h. The cooling bath was then removed, and the yellowish suspension was stirred at r. t. for 3 h 40 min. The mixture was basified to pH 9 with 2N [NAOH] (145 mL) followed by a mixture of saturated aqueous [NAHC03] (100 mL) -saturated aqueous Na2S203 (10 mL). The organic layer was separated and washed with brine, dried [MGS04] and concentrated to afford 14 (56.83 g, 102%) as brown solid, which was used in the next step without purification.

References:

EISAI CO., LTD WO2004/13139, 2004, A2 Location in patent:Page 25-26

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