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Chemical Structure| 141524-74-5 Chemical Structure| 141524-74-5

Structure of 141524-74-5

Chemical Structure| 141524-74-5

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Product Details of [ 141524-74-5 ]

CAS No. :141524-74-5
Formula : C5H5BrN2O
M.W : 189.01
SMILES Code : CN1C=NC(Br)=C1C=O
MDL No. :MFCD01632216

Safety of [ 141524-74-5 ]

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

Application In Synthesis of [ 141524-74-5 ]

* 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 [ 141524-74-5 ]

[ 141524-74-5 ] Synthesis Path-Downstream   1~2

  • 1
  • [ 38993-84-9 ]
  • [ 141524-74-5 ]
  • 2
  • [ 1003-91-4 ]
  • [ 68-12-2 ]
  • [ 141524-74-5 ]
YieldReaction ConditionsOperation in experiment
95% To a solution of Example 69b (84 g, 263.3 mmol) in dry THF (2L) was added EtMgBr (88 mL, 263.3 mmol, 3.0M in ether) slowly under N2.The reaction was stirred at r.t. for 2 hours. Then about 2.0L water was added and filtered concentrated and the residue was extracted with EtOAc (50 mL * 2). The combined organic phase was washed with brine, dried over Na2S04, filtrated and concentrated under reduced pressure to give the crude product which was further purified by silica gel chromatography to give the pure product Example 69d (14.0 g) as white solid 'HNMR (400 MHz, Chloroform- ) delta 7.48 (s, 1H), 3.63 (s, 3H). Example 69c (14.0g) as white solid. NMR (400 MHz, Chloroform- ) delta 6.94 (s, 1H), 3.60 (s, 3H). A solution of Example 69c&d (2.4 g, 10.0 mol) in ether (100 mL) was cooled to -78° C. under nitrogen atmosphere and then a 2.5 M n-BuLi solution in hexane (4.0 mL, 10.0 mol) added dropwise over 15 mins. The mixture was stirred at -78° C. for 30min and then DMF (2.0 mL) was added dropwise over 15 min. The mixture was stirred at -78° C. for 30min and quenched with saturated IN HQ (50 mL) at -78° C. The residue was extracted with EtOAc (50 mL * 2). The combined organic phase was washed with brine, dried over Na2S04, filtrated and concentrated under reduced pressure to give the crude product which was further purified by silica gel chromatography to give the pure product Example 69e (1.8 g, yield 95percent) as yellow solid. NMR (400 MHz, Chloroform-d) delta 9.77 (d, J = 0.9 Hz, 1H), 7.51 (s, 1H), 3.93 (s, 3H).
 

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