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ChemicalBook CAS DataBase List Benzaldehyde, 2-amino-5-bromo-4-methoxy-

Benzaldehyde, 2-amino-5-bromo-4-methoxy- synthesis

3synthesis methods
-

Yield: 56%

Reaction Conditions:

with N-Bromosuccinimide in dichloromethane

Steps:

9 Synthesis of 2-amino-5-bromo-4-methoxybenzaldehyde
Synthesis of 2-amino-5-bromo-4-methoxybenzaldehyde. To a stuffed solution of 2-amino-4-methoxybenzaldehyde (6 g, 39.7 mmol) in dichloromethane(100 mL) was added N-bromosuccinimide (7 g, 39.7 mmol). LCMS monitored the reaction untilthe starting material consumed completely. The reaction mixture was diluted with dichloromethane and water. The separated organic layer was dried sodium sulfate, filtered and concentrated to give the title compound (5 g, 56%) as a yellow solid. MS (ES+) C8H8BrNO2 requires: 229, 231, found: 230, 232 [M + H].

References:

BLUEPRINT MEDICINES;BIFULCO, Neil, Jr.;BROOIJMANS, Natasja;HODOUS, Brian, L.;KIM, Joseph, L.;MIDUTURU, Chandrasekhar, V. WO2014/11900, 2014, A2 Location in patent:Page/Page column 72; 73