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[ CAS No. 114969-80-1 ] {[proInfo.proName]}

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Chemical Structure| 114969-80-1
Chemical Structure| 114969-80-1
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Product Details of [ 114969-80-1 ]

CAS No. :114969-80-1 MDL No. :MFCD30717693
Formula : C6H4BrN3 Boiling Point : -
Linear Structure Formula :- InChI Key :-
M.W : 198.02 Pubchem ID :-
Synonyms :

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Application In Synthesis of [ 114969-80-1 ]

* 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 [ 114969-80-1 ]

[ 114969-80-1 ] Synthesis Path-Downstream   1~4

  • 1
  • [ 1439-09-4 ]
  • [ 114969-80-1 ]
Reference： [1]Chemical and pharmaceutical bulletin,1987,vol. 35,p. 3119 - 3126
  • 2
  • [ 3438-55-9 ]
  • [ 114969-80-1 ]
Reference： [1]Chemical and pharmaceutical bulletin,1987,vol. 35,p. 3119 - 3126
  • 3
  • [ 773837-37-9 ]
  • [ 633328-95-7 ]
  • [ 114969-80-1 ]
YieldReaction ConditionsOperation in experiment
73% With 1,4-diaza-bicyclo[2.2.2]octane; In water; dimethyl sulfoxide; A mixture of <strong>[633328-95-7]5-bromo-2-chloro-4-methylpyrimidine</strong> (2.5 g, 12.08 mmol), sodium cyanide (600 mg, 12.24 mmol), and DABCO (500 mg, 4.46 mmol) in dimethyl sulfoxide (40 mL) and water (40 mL) was stirred overnight. The reaction mixture was diluted with H2O (100 mL) and extracted with ethyl acetate (80 mL×3). The ethyl acetate layers were combined, washed with brine (50 mL×2), dried over Na2SO4, filtered and concentrated. The residue was purified with silica-gel column chromatography (petroleum ether/ethyl acetate=10:1) to give 5-bromo-4-methyl-pyrimidine-2-carbonitrile (1.75 g, 73% yield) as a light yellow solid. LCMS (ESI) [M+H]+=199.9
67% With 1,4-diaza-bicyclo[2.2.2]octane; In water; dimethyl sulfoxide; at 20℃; for 12h; To a solution of sodium cyanide (6.18 g, 126.2 mmol) and DABCO (2.17 g, 19.41mmol) in DMSO:H20 (1:1, 200 mL) was added <strong>[633328-95-7]5-bromo-2-chloro-4-methylpyrimidine</strong>(20 g, 97.08 mmol in DMSO). The reaction mixture was stirred at room temperature for12 h, then diluted with water and extracted with ethyl acetate. The organic layer wasseparated and dried over sodium sulphate, then concentrated under reduced pressure. The residue was purified by silica gel column chromatography, using 20% ethyl acetate in hexanes as eluent, to afford the title compound (19 g, 67%) as a colourless oil. H (500 MHz, CDC13) 8.80 (s, 1H), 2.62-2.80 (m, 3H).
Reference： [1]Patent: US2018/282282,2018,A1 .Location in patent: Paragraph 0615; 0616
[2]Patent: WO2015/86506,2015,A1 .Location in patent: Page/Page column 181
  • 4
  • [ 17321-93-6 ]
  • [ 114969-80-1 ]
Reference： [1]Patent: US2018/282282,2018,A1

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