![](/CAS/20150408/GIF/1204978-02-8.gif)
3-benzyl-6-chloro-4,5-diMethylpyridazine synthesis
- Product Name:3-benzyl-6-chloro-4,5-diMethylpyridazine
- CAS Number:1204978-02-8
- Molecular formula:C13H13ClN2
- Molecular Weight:232.71
![Pyridazine, 3,6-dichloro-3,6-dihydro-4,5-dimethyl-](/CAS/20210305/GIF/1378679-75-4.gif)
1378679-75-4
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![BENZYLZINC BROMIDE](/CAS/GIF/62673-31-8.gif)
62673-31-8
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$182.69/50ml
![3-benzyl-6-chloro-4,5-diMethylpyridazine](/CAS/20150408/GIF/1204978-02-8.gif)
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Yield:1204978-02-8 67%
Reaction Conditions:
tetrakis(triphenylphosphine) palladium(0) in tetrahydrofuran at 65;
Steps:
3-Benzyl-6-chloro-4,5-dimethyl-pyridazine (compound 42)
A mixture of 4,5-dimethyl-1,4-dichloro-pyridazine (10 g, 56.5 mmol), tetrakis(triphenylphosphine)palladium(0) (3.3 g, 2.80 mmol) and THF (200 mL) is degassed and then benzylzinc bromide (147 mL, 0.5 M in THF, 73.40 mmol) is added. The reaction solution is heated to 65° C. overnight. Solvent is removed. Water is added and the water layer is extracted with EtOAc. The organic layer is concentrated to afford a crude product that is purified by chromatography on silica gel (EtOAc/Heptane: 0% 50%) to give the title compound (9.5 g, 67%).1H NMR (400 MHz, CD2Cl2) δ=7.27 (m, 5H), 4.38 (s, 2H), 2.36 (s, 3H), 2.21 (s, 3H).HR MS (m/z, MH+) meas. 233.0839.
References:
US2010/41663,2010,A1 Location in patent:Page/Page column 42
![3,6-Dichloro-4,5-dimethylpyridazine](/CAS/GIF/34584-69-5.gif)
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![BENZYLZINC BROMIDE](/CAS/GIF/62673-31-8.gif)
62673-31-8
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![3-benzyl-6-chloro-4,5-diMethylpyridazine](/CAS/20150408/GIF/1204978-02-8.gif)
1204978-02-8
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