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[ CAS No. 101990-45-8 ] {[proInfo.proName]}

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Chemical Structure| 101990-45-8
Chemical Structure| 101990-45-8
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Product Details of [ 101990-45-8 ]

CAS No. :101990-45-8 MDL No. :MFCD11656267
Formula : C6H5Br2N Boiling Point : No data available
Linear Structure Formula :- InChI Key :CRRMIKBAPPOPNW-UHFFFAOYSA-N
M.W : 250.92 Pubchem ID :6424660
Synonyms :

Safety of [ 101990-45-8 ]

Signal Word:Danger Class:8
Precautionary Statements:P260-P264-P270-P280-P301+P312+P330-P301+P330+P331-P303+P361+P353-P304+P340+P310-P305+P351+P338+P310-P362+P364-P405-P501 UN#:3261
Hazard Statements:H302+H312-H314 Packing Group:Ⅲ
GHS Pictogram:

Application In Synthesis of [ 101990-45-8 ]

* 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 [ 101990-45-8 ]

[ 101990-45-8 ] Synthesis Path-Downstream   1~4

  • 1
  • [ 3510-66-5 ]
  • [ 101990-45-8 ]
  • [ 154321-32-1 ]
YieldReaction ConditionsOperation in experiment
With bromine; In dichloromethane; water; for 0.5h;Heating / reflux; Generally, to a refluxing mixture of 2-bromo-methyl-pyridine (5 g, 29 mmol) in a biphasic medium of DCM (500 ml) and water (500 ml) was added Br2 (1.65 ml, 31.9 mmol). The mixture was illuminated using a halogen lamp (500 W, distance: 5-10 cm) under reflux for 30 min. The solution was cooled to room temperature and neutralized with a 10% Na2CO3 aqueous solution and solid NaCl was added. The aqueous layer was extracted three times with DCM, the combined organic extracts were dried over MgSO4 and evaporated in vacuo. HPLC analysis of the crude product showed the relative ratio of 13.6:76.5:9.9 (Retention time: 8.1, 10.6 and 13.4 min, respectively) for starting material 2-bromo-methyl-pyridine:2-bromo-5-(bromomethyl)pyridine: 2-bromo-5-(dibromomethyl)pyridine.
  • 2
  • [ 101990-45-8 ]
  • [ 603-35-0 ]
  • ((6-bromopyridin-3-yl)methyl)triphenylphosphonium bromide [ No CAS ]
YieldReaction ConditionsOperation in experiment
96.5% In toluene; at 119℃; for 2h;Inert atmosphere; To a solution of 2-bromo-5-(bromomethyl)pyridine (3.7 g, 14.7 mmol) in toluene (30 mL) was added triphenylphosphine (5.02 g, 19.2 mmol). The reaction mixture was degassed three times under N2 and stirred at 119C for 2 hrs. The mixture was filtrated, and theresidue was washed with hexane and filtrated again to give ((6-bromopyridin-3- yl)methyl)triphenylphosphonium bromide (7.3 g, 96.5% yield) as a white solid. LC-MS: m/z 433 [M+Hj.
  • 3
  • [ 101990-45-8 ]
  • [ 122-52-1 ]
  • [ 154321-18-3 ]
  • 4
  • [ 21543-49-7 ]
  • [ 101990-45-8 ]
YieldReaction ConditionsOperation in experiment
44% With phosphorus tribromide; at 0 - 160℃; for 2.5h; Phosphorous tribromide (100 mmol, 27. 1 g, 2. 0 eq.) was added carefully to 2- CHLORO-5-HYDROXYMETHYL pyridine (50. 0 mmol, 7. 18 g, 1. 0 eq.). The pyridine clumped together and the mixture was heated to 160 degrees C. Within 5 minutes of stirring at > 150 degrees C the mixture was seen to go very dark in color with gas evolution. The mixture was stirred at this same temperature for approximately 2. 5 hours at which point it was cooled to room temperature. The mixture was cooled further to 0 degrees C whereupon saturated sodium bicarbonate was added very cautiously (highly exothermic .). As foaming became less vigorous, ice was added to the mixture until foaming subsided. Solid sodium bicarbonate was then carefully added to achieve a pH of-8-9. The mixture was extracted with ethyl acetate and the organic layer was washed with brine and dried over anhydrous magnesium sulfate. Concentrated in vacuo to afford a dark solid. This material was dissolved in a minimal amount of DCM and purified using a Biotage Sp4 65i over a gradient of 0-100 % ethyl acetate in hexanes to afford the title compound as a pale yellow solid (5. 57 g, 44%). LRMS : 252 (M+H) +. 'H NMR (DMSO-d6, 400 MHz) ; 8. 39 (1H, s) 7. 59 (1H, D, J = 8. 5 Hz) 7. 48 (1H, d, J = 8. 5 Hz) 4. 46 (2H, s)
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