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Product Details of 5-Bromo-2-chloropyrimidine

CAS No. :32779-36-5
Formula : C4H2BrClN2
M.W : 193.43
SMILES Code : C1=C(Br)C=NC(=N1)Cl
MDL No. :MFCD00483232
InChI Key :XPGIBDJXEVAVTO-UHFFFAOYSA-N
Pubchem ID :606665

Safety of 5-Bromo-2-chloropyrimidine

GHS Pictogram:
Signal Word:Warning
Hazard Statements:H315-H319-H335
Precautionary Statements:P261-P264-P271-P280-P302+P352-P304+P340+P312-P305+P351+P338-P332+P313-P337+P313-P403+P233-P405-P501

Application In Synthesis of 5-Bromo-2-chloropyrimidine

* 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 [ 32779-36-5 ]
  • Downstream synthetic route of [ 32779-36-5 ]

[ 32779-36-5 ] Synthesis Path-Upstream   1~3

  • 1
  • [ 32779-36-5 ]
  • [ 108-95-2 ]
  • [ 257280-25-4 ]
References: [1] Patent: US2002/156081, 2002, A1, .
[2] Patent: US6921763, 2005, B2, .
  • 2
  • [ 61676-62-8 ]
  • [ 32779-36-5 ]
  • [ 1003845-08-6 ]
YieldReaction ConditionsOperation in experiment
65%
Stage #1: With n-butyllithium In tetrahydrofuran; hexane at -78℃; for 1 h;
Stage #2: at -78 - 20℃; for 5 h;
Synthesis of Intermediate 1-1 (0337) 1.93 g (10 mmol) of 5-bromo-2-chloropyrimidine was dissolved in 200 mL of THF, and then, at a temperature of −78° C., 4 mL (2.5M in hexane) of normal butyllithium was added thereto. At the same temperature about one hour thereafter, 2.0 mL (10 mmol) of 2-isopropoxy-4,4,5,5-tetramethyl-1,3,2-dioxaborolane was added thereto. At room temperature, the result was stirred for about 5 hours, and then, water was added thereto and a washing process was performed three times thereon using diethylether (100 mL). A washed diethylether layer was dried by using MgSO4, and then, dried under reduced pressure, thereby obtaining a product. The product was separation-purified by silica gel column chromatography, thus preparing 1.56 g (Yield 65percent) of Intermediate 1-1.
References: [1] Patent: US2017/179408, 2017, A1, . Location in patent: Paragraph 0336-0337.
[2] Patent: CN104788482, 2016, B, . Location in patent: Paragraph 0023.
  • 3
  • [ 1195-66-0 ]
  • [ 32779-36-5 ]
  • [ 1003845-08-6 ]
References: [1] Patent: CN104788482, 2016, B, . Location in patent: Paragraph 0018.
 

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