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Chemical Structure| 22282-99-1 Chemical Structure| 22282-99-1
Chemical Structure| 22282-99-1

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Synonyms: 4-Bromo-2-picoline

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Product Details of 4-Bromo-2-methylpyridine

CAS No. :22282-99-1
Formula : C6H6BrN
M.W : 172.02
SMILES Code : C1=C(Br)C=CN=C1C
Synonyms :
4-Bromo-2-picoline
MDL No. :MFCD03788196
InChI Key :JFBMFWHEXBLFCR-UHFFFAOYSA-N
Pubchem ID :2762835

Safety of 4-Bromo-2-methylpyridine

GHS Pictogram:
Signal Word:Warning
Hazard Statements:H302-H315-H319-H335
Precautionary Statements:P280-P305+P351+P338

Application In Synthesis of 4-Bromo-2-methylpyridine

* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.

  • Upstream synthesis route of [ 22282-99-1 ]
  • Downstream synthetic route of [ 22282-99-1 ]

[ 22282-99-1 ] Synthesis Path-Upstream   1~1

  • 1
  • [ 22282-99-1 ]
  • [ 97674-02-7 ]
  • [ 2732-28-7 ]
YieldReaction ConditionsOperation in experiment
44% With tetrakis(triphenylphosphine) palladium(0) In toluene at 80℃; Inert atmosphere To a solution of 4-bromo-2-methylpyridine (10.0 g, 58 mmol) in toluene (100 mL) was added tributyl(l-ethoxyvinyl)stannane (39.7 g, 110 mmol) and Pd(PPh3)4 (5.8 g, 5 mmol). The mixture was stirred at 80 °C under a nitrogen atmosphere overnight. IM HCl was added at 0 °C until the pH of the mixture was adjusted to 1-2. The mixture was stirred for 0.5 h. The pH was adjusted to 6-7 by adding IM NaOH. The mixture was extracted with ethyl acetate (150 mL*3). The organics layer was washed with brine and dried over sodium sulfate. Concentration and purification by column chromatography on silica gel (petroleum ether/ethyl acetate = 30/1-4/1) afforded l-(2-methylpyridin-4-yl)ethanone as light yellow solid (3.0 g, 44percent).
References: [1] Patent: WO2016/130396, 2016, A1, . Location in patent: Paragraph 00180; 00181; 00182.
 

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