Methyl 5-(dibromomethyl)pyrazine-2-carboxylate synthesis
- Product Name:Methyl 5-(dibromomethyl)pyrazine-2-carboxylate
- CAS Number:866327-72-2
- Molecular formula:C7H6Br2N2O2
- Molecular Weight:309.94
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Yield:866327-72-2 31%
Reaction Conditions:
with N-Bromosuccinimide;dibenzoyl peroxide in tetrachloromethane; for 18 h;Heating / reflux;
Steps:
23.A
5-Methyl-pyrazine-2-carboxylic acid methyl ester (1.60 g, 10.5 mmol; Macdonald, S. J. F. et al. J.Med.Chem. 2002, 45(18):3878-3890.), N-bromosuccinimide (5.62 g, 31.6 mmol), and dibenzoyl peroxide (0.255 g, 1.05 mmol) were dissolved in CCl4 (80 mL). The mixture was heated at reflux for 18 h. The reaction mixture was cooled and washed with 10% aq. Na2SO3 (2×20 mL) and H2O (1×30 mL). The organic phase was dried over Na2SO4, filtered, and concentrated to yield a brown oily crude material (2.41 g). The crude product was purified (SiO2: 0-20% ethyl acetate/hexanes) to give the title compound (1.00 g, 31%).
References:
US2005/222151,2005,A1 Location in patent:Page/Page column 19
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193966-70-0
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5521-55-1
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