5-BROMO-2-PYRIMIDINEACETONITRILE synthesis
- Product Name:5-BROMO-2-PYRIMIDINEACETONITRILE
- CAS Number:831203-15-7
- Molecular formula:C6H4BrN3
- Molecular Weight:198.02
1305329-97-8
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Yield:831203-15-7 71%
Reaction Conditions:
Stage #1: tert-butyl 2-(5-bromopyrimidin-2-yl)-2-cyanoacetic acidwith trifluoroacetic acid in dichloromethane at 20; for 4 h;
Stage #2: with sodium hydrogencarbonate in water;
Steps:
26.B
To the solution of (5-bromo-pyrimidin-2-yl)-cyano-acetic acid tert-butyl ester (3.2 g, 10 mmol) in dichloromethane (30 mL) was added trifluoroacetic acid (10 mL). The reaction mixture was stirred at room temperature for 4 h. The mixture was concentrated. To the residue was added water, and the “pH” of the mixture was adjusted to neutral by saturated aqueous NaHCO3 solution. The mixture was then extracted with ethyl acetate. Organic layer was separated, the aqueous layer was extracted with ethyl acetate. The combined organic layers were washed with water, brine, dried over MgSO4, and concentrated. The residue was purified by chromatography (EtOAc:hexanes=1:3, 1:2, 1;1) to give (5-bromo-pyrimidin-2-yl)-acetonitrile as a white solid (1.2 g, 71%).
References:
US2011/118283,2011,A1 Location in patent:Page/Page column 14
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