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Chemical Structure| 3430-17-9 Chemical Structure| 3430-17-9
Chemical Structure| 3430-17-9

2-Bromo-3-methylpyridine

CAS No.: 3430-17-9

Synonyms: 2-Bromo-3-picoline

4.5 *For Research Use Only !

Cat. No.: A179455 Purity: 98%

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Product Details of 2-Bromo-3-methylpyridine

CAS No. :3430-17-9
Formula : C6H6BrN
M.W : 172.02
SMILES Code : CC1=CC=CN=C1Br
Synonyms :
2-Bromo-3-picoline
MDL No. :MFCD00239380
InChI Key :PZSISEFPCYMBDL-UHFFFAOYSA-N
Pubchem ID :220832

Safety of 2-Bromo-3-methylpyridine

GHS Pictogram:
Signal Word:Warning
Hazard Statements:H315-H319-H335
Precautionary Statements:P261-P305+P351+P338

Application In Synthesis of 2-Bromo-3-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.

  • Downstream synthetic route of [ 3430-17-9 ]

[ 3430-17-9 ] Synthesis Path-Downstream   1~12

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YieldReaction ConditionsOperation in experiment
93.6% With [1,1'-bis(diphenylphosphino)ferrocene]dichloropalladium(II); triethylamine; at 80℃; under 2585.81 Torr; for 16h; A mixture of 2-bromo-3-methylpyridine (5.0 g, 29.0 mmol), Pd(dppf)C12 (2.1 g, 2.9 mmol), and triethylamine (8.8 g, 87 mmol) in methanol (250 mL) was stirred at 80 C under CO atmosphere (50 psi) for 16 h. The mixture was filtered and the filtrate concentrated in vacuo, then purified by column chromatography on Si02 to give the desired product (4.1 g, 93.6%). LCMS (mlz): 152.0 (M+1).
  • 8
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  • [ 116986-09-5 ]
  • 9
  • [ 850568-54-6 ]
  • [ 3430-17-9 ]
  • tert-butyl 4-(3-methylpyridin-2-yl)benzoate [ No CAS ]
YieldReaction ConditionsOperation in experiment
52% With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium carbonate; In 1,2-dimethoxyethane; water; at 80℃; Example 83A tert-butyl 4-(3-methylpyridin-2-yl)benzoate A mixture of 2-bromo-3-methylpyridine (0.688 g, 4 mmol), <strong>[850568-54-6](4-(tert-butoxycarbonyl)phenyl)boronic acid</strong> (0.888 g, 4 mmol), potassium carbonate (1.16 g, 8.40 mmol), and PdCl2dppf (0.146 g, 0.2 mmol) in dimethoxyethane (8.5 mL) and water (4.7 mL) was heated at 80° C. overnight. The mixture was diluted with 50 mL of ether and was then washed with a solution of methanesulfonic acid (0.25 mL) in water (12 mL) and with brine sequentially. The organic layer was dried over Na2SO4, filtered, and concentrated in vacuo. The crude material was purified by silica gel chromatography (0 to 50percent EtOAc-heptanes, eluent) to afford the title compound as a yellow oil (0.560 g, 52percent). 1H NMR (400 MHz, CDCl3) delta 8.55 (m, 1H), 8.07 (d, J=8.3 Hz, 2H), 7.65-7.52 (m, 3H), 7.21 (dd, J=7.8, 4.8 Hz, 1H), 2.34 (s, 3H), 1.58 (s, 9H). MS (DCI+) m/z 270.0 (M+H).
  • 10
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  • [ 15016-42-9 ]
  • 1,7-dimethyl-6H-pyrido[2,1-a]isoquinolin-6-one [ No CAS ]
  • 11
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  • [ 15016-42-9 ]
  • 3-methyl-2-(2-vinylphenyl)pyridine [ No CAS ]
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  • [ 15754-51-5 ]
  • bis(4-methoxyphenyl)(3-methylpyridin-2-yl)phosphine oxide [ No CAS ]
YieldReaction ConditionsOperation in experiment
50% With bis(triphenylphosphine)nickel(II) chloride; potassium carbonate; In N,N-dimethyl-formamide; at 90℃; for 24h;Schlenk technique; Inert atmosphere; Add bis(p-methoxy)phenylphosphorus oxide (0.952g, 5mmol), 2-bromo-3-methylpyridine (0.60mL, 6mmol), K2CO3 (1.38) to 100mL Schlenk reaction flask under nitrogen atmosphere. g, 10mmol). Ni(PPh3)Cl2 (159.25mg, 0.25mmol), DMF (5mL), and stirred at 90C for 24h. After the reaction, the mixture was diluted with water and extracted three times with ethyl acetate. The organic phase was washed with saturated sodium chloride solution, dried with anhydrous sodium sulfate, the mixture was chromatographed on silica gel column, eluted with petroleum ether/ethyl acetate=2:1, and drained to obtain a white solid (0.88g, 2.5mmol). The rate is 50%.
 

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