methyl 3-bromopyrazine-2-carboxylate synthesis
- Product Name:methyl 3-bromopyrazine-2-carboxylate
- CAS Number:51171-02-9
- Molecular formula:C6H5BrN2O2
- Molecular Weight:217.02
16298-03-6
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51171-02-9
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Yield: 63%
Reaction Conditions:
with hydrogen bromide;bromine;sodium nitrite in water at 0; for 0.25 h;
Steps:
H.2 Step 2. Preparation of 3-bromopyrazine-2-carboxylic acid methyl ester
Bromine (3.91 g, 24.46 mmol) was added dropwise to a stirred mixture of 3- aminopyrazine-2-carboxylic acid methyl ester (1.27 g, 8.29 mmol) and hydrobromic acid (4.70 mL, 41.5 mmol) at 00C. A solution of sodium nitrite (1.44 g, 20.9 mmol) in water (6 mL) was then added dropwise. The reaction mixture was stirred for 15 min, brought to pH 8 with NaHCO3 (saturated, aqueous), and extracted with ethyl acetate (80 mL) and chloroform (50 mL). The combined organics were dried over MgSO4 and concentrated in vacuoto give 1.13 g (63%) of an orange oil which solidified on standing.
References:
BAYER PHARMACEUTICALS CORPORATION WO2006/91506, 2006, A2 Location in patent:Page/Page column 47
5424-01-1
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51171-02-9
111 suppliers
$21.00/250mg