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Chemical Structure| 953039-62-8 Chemical Structure| 953039-62-8

Structure of 953039-62-8

Chemical Structure| 953039-62-8

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Product Details of [ 953039-62-8 ]

CAS No. :953039-62-8
Formula : C8H4BrFN2O
M.W : 243.03
SMILES Code : O=C1NC2=C(C=C(F)C=C2Br)C=N1
MDL No. :MFCD27934660

Safety of [ 953039-62-8 ]

GHS Pictogram:
Signal Word:Warning
Hazard Statements:H302-H315-H319
Precautionary Statements:P501-P270-P264-P280-P302+P352-P337+P313-P305+P351+P338-P362+P364-P332+P313-P301+P312+P330

Application In Synthesis of [ 953039-62-8 ]

* 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 [ 953039-62-8 ]

[ 953039-62-8 ] Synthesis Path-Downstream   1~1

  • 1
  • [ 953039-62-8 ]
  • [ 953039-63-9 ]
YieldReaction ConditionsOperation in experiment
89% With trichlorophosphate; at 110℃; for 1.0h; Step 5. 8-Bromo-2-chloro-6-fluoroquinazolineA 0.5M suspension of 8-bromo-6-fluoroquinazolin-2-ol in phosphorus oxychloride was heated to 110 0C in an oil bath. The suspension was turned to a brown color solution in 20min. LCMS data showed that the reaction was complete after 1 h. The phosphorus oxychloride was removed by concentration. The residue was mixed with ice water, and adjusted pH to 7 by adding sodium bicarbonate. Reaction mixture was extracted with ethyl acetate. Combined organic phase was washed with water, brine, dried over sodium sulfate and concentrated to give desired product in 89% yield. ES/MS m/z 261/263 (MH+).
With trichlorophosphate; at 0 - 105℃; for 16.0h; Compound 21-d (18 g, 74 mmol) was dissolved in phosphorus oxychloride (120 mL, 860 mmol) at 0C, andthe reaction mixture was heated at 105C for 16 hours. The reaction mixture was cooled to room temperature, concentratedto remove phosphorus oxychloride under reduced pressure, and the residue was added to water (100 mL) andstirred. The reaction mixture was filtered and the filter cake was dried in vacuo to deliver a white solid 21-c (5 g, yield:26%), this product was used without further purification.LC-MS (ESI): m/z = 261 [M+H]+.
With trichlorophosphate; at 0 - 105℃; for 16.0h; Compound 46-d (18 g, 74 mmol) was dissolved in phosphorus oxychloride (120 mL, 860 mmol) at 0 C. and the reaction was heated at 105 C. for 16 hours. The reaction solution was cooled to room temperature, concentrated under reduced pressure to remove phosphorus oxychloride, and the residue was added with water (100 mL) and stirred. The reaction mixture was filtered and the filter cake was dried under vacuum to give 46-c as a white solid (5 g, yield 26%) which was used without further purification. LC-MS (ESI): m/z=261[M+H]+.
 

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