5-bromo-2-ethenylpyrimidine synthesis
- Product Name:5-bromo-2-ethenylpyrimidine
- CAS Number:883901-68-6
- Molecular formula:C6H5BrN2
- Molecular Weight:185.02
1826-67-1
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$60.89/100ml
183438-24-6
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$6.00/1g
883901-68-6
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$125.00/500mg
Yield:883901-68-6 186 mg
Reaction Conditions:
with tetrakis(triphenylphosphine) palladium(0) in tetrahydrofuran; for 2.5 h;Inert atmosphere;Reflux;
Steps:
42.1 42.1. 5-Bromo-2-vinyl-pyrimidine
To a solution of 5-bromo-2-iodopyrimidine (750mg) and Pd(PPh3)4 (46mg) in abs. THF (15mL) under argon was added vinylmagnesium bromide (5.27ml_, as 1 M THF solution) dropwise within 5min at RT. The resulting solution was stirred at reflux for 2h30 and the reaction mixture then allowed to cool to RT. The mixture was diluted with water and extracted with EA (3x). The combined org layers were washed with brine (2x), dried over MgS04, filtrated off and evaporated to dryness. Purification by CC (Biotage, SNAP 25g cartridge, solvent A: Hep; solvent B: EA; gradient in %B: 0 to 5 over 1 CV, 5 for 5CV, 5 to 10 over 3CV, 10 for 3CV) afforded 186mg as yellow liquid. LC-MS (6): tR = 0.67min. 1H NMR (400 MHz, CDCIs): 5.80 (dd, J = 10.5 Hz, 1 H), 6.65 (d, J = 17.3 Hz, 1 H), 6.85 (dd, J1 = 10.5 Hz, J2 = 17.3 Hz 1 H), 8.76 (s, 2 H).
References:
WO2015/11099,2015,A1 Location in patent:Page/Page column 51
75927-49-0
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$6.00/1g
183438-24-6
386 suppliers
$6.00/1g
883901-68-6
34 suppliers
$125.00/500mg
7486-35-3
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$15.00/1g
183438-24-6
386 suppliers
$6.00/1g
883901-68-6
34 suppliers
$125.00/500mg
32779-36-5
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$5.00/5g
75927-49-0
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$6.00/1g
883901-68-6
34 suppliers
$125.00/500mg
75927-49-0
208 suppliers
$6.00/1g
32779-37-6
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$9.00/1g
883901-68-6
34 suppliers
$125.00/500mg