Reference of 116557-46-1, These common heterocyclic compound, 116557-46-1, name is 3-Bromo-2-methoxyaniline, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.
[00163] Intermediate 9B. (3-Bromo-2-methoxyphenyl)hydrazine: A suspension of Intermediate 9A (4.0 g, 20 mmol) in 6 M HC1 was cooled to -10 C and a solution of sodium nitrite (1.41 g, 20.8 mmol) in water (5 mL) was added slowly to keep the temperature below 0 C. After the addition, the reaction was stirred for additional 20 min at -10 C. A solution of tin (II) chloride (11.26 g, 59.39 mmol) in cone. HC1 (20 mL) was added slowly, resulting in precipitation. After 30 min, the precipitate was filtered, washed with cone. HC1 and then water, suspended in 10% NaOH solution, and extracted with EtOAc. The combined organics were dried over MgS04, filtered, and evaporated to give Intermediate 9B (1.8 g, 42%), which was used directly in the next step. LCMS (ESI) m/z 200, 202 (M-NH3+H, M-NH3+2+H)+, RT = 1.09 min (Method A).
The synthetic route of 116557-46-1 has been constantly updated, and we look forward to future research findings.
Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; L’HEUREUX, Alexandre; HIEBERT, Sheldon; HU, Carol; LAM, Patrick Y.S.; LLOYD, John; PI, Zulan; QIAO, Jennifer X.; THIBEAULT, Carl; TORA, George O.; YANG, Wu; WANG, Yufeng; WANG, Tammy C.; BOWSHER, Michael S.; RUEL, Rejean; WO2014/22343; (2014); A1;,
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