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[ CAS No. 1780-72-9 ]

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Cat. No.: {[proInfo.prAm]}
2D
Chemical Structure| 1780-72-9
Chemical Structure| 1780-72-9
Structure of 1780-72-9 *Storage: {[proInfo.prStorage]}

Quality Control of [ 1780-72-9 ]

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SDS

Product Details of [ 1780-72-9 ]

CAS No. :1780-72-9MDL No. :MFCD03412169
Formula : C4H6BrN3 Boiling Point : -
Linear Structure Formula :-InChI Key :N/A
M.W :176.01Pubchem ID :1241299
Synonyms :

Computed Properties of [ 1780-72-9 ]

TPSA : - H-Bond Acceptor Count : -
XLogP3 : - H-Bond Donor Count : -
SP3 : - Rotatable Bond Count : -

Safety of [ 1780-72-9 ]

Signal Word:WarningClassN/A
Precautionary Statements:P280-P305+P351+P338UN#:N/A
Hazard Statements:H302Packing Group:N/A
GHS Pictogram:

Application In Synthesis of [ 1780-72-9 ]

  • Downstream synthetic route of [ 1780-72-9 ]

[ 1780-72-9 ] Synthesis Path-Downstream   1~10

  • 1
  • [ 1780-72-9 ]
  • Lithium; (Z)-1,1,1-trifluoro-4-oxo-4-phenyl-but-2-en-2-olate [ No CAS ]
  • 3-bromo-2-methyl-5-phenyl-7-trifluoromethylpyrazolo[1,5-a]pyrimidine [ No CAS ]
  • 2
  • [ 1780-72-9 ]
  • 3-(4-chlorophenyl)-2-N,N-dimethylaminomethylene-3-oxopropanenitrile [ No CAS ]
  • 3-bromo-7-(4-chlorophenyl)-2-methyl-1H-pyrazolo[1,5-a]pyrimidine-6-carbonitrile [ No CAS ]
  • 4
  • [ 1780-72-9 ]
  • [ 123-54-6 ]
  • 3-bromo-2,5,7-trimethyl-pyrazolo[1,5-<i>a</i>]pyrimidine [ No CAS ]
  • 5
  • [ 31230-17-8 ]
  • [ 1780-72-9 ]
YieldReaction ConditionsOperation in experiment
77.25% With N-Bromosuccinimide; 2,2'-azobis(isobutyronitrile); In acetonitrile; at 0 - 20℃; To a solution of 21, (10 g, 102.97 mmol) in acetonitrile (250 mL), was added AIBN (1.65 g, 10.29 mmol) at 0-5 C. To the reaction mixture was slowly added N-bromosuccinimide (18.33 g, 102.97 mmol) while maintaining temperature between 0-5 C. After the addition, the reaction mixture was allowed to attain room temperature gradually and stirred for 2 h. The progress of the reaction was monitored with TLC. Starting amine was completely consumed. The reaction mixture was concentrated under reduced pressure. The residue was diluted with water (100 mL) and the insoluble material was filtered. The filtrate was treated with 10% NaHCO3 solution (100 mL) and extracted with dichloromethane (3×100 mL). The combined organic extract was washed with water, saturated brine and dried over sodium sulphate. The organic layer was filtered and dried under reduced pressure. The crude material obtained was purified by flash column chromatography (Silica gel, 30% Ethyl acetate in hexane) to afford 22 (14.0 g, 77.25%) as a brown solid.
  • 6
  • [ 141-97-9 ]
  • [ 1780-72-9 ]
  • C8H8BrN3O [ No CAS ]
YieldReaction ConditionsOperation in experiment
55.57% With acetic acid; In ethanol; at 85℃; for 16.0h;Inert atmosphere; To a solution of 22 (14.0 g, 79.54 mmol) in ethanol (280 mL) were added ethyl acetoacetate (15.15 mL, 15.59 g, 119.79 mmol) and acetic acid (4.55 mL, 79.54 mmol) at room temperature under nitrogen atmosphere. The reaction mixture was then heated to 85 C. and stirred for 16 h. The progress of the reaction was monitored by TLC. After 16 h, the reaction mixture was concentrated completely under reduced pressure. The resultant solid was treated with CH2Cl2 (30 mL) and the solid was filtered. The filtered solid was dried under high vacuum at 45-55 C. to afford 23 (10.7 g, 55.57%) as a pale yellow solid.
  • 7
  • (E/Z)-ethyl 4-(dimethylamino)-2-(ethoxymethylene)-3-oxobutanoate [ No CAS ]
  • [ 1780-72-9 ]
  • ethyl 3-bromo-7-[(dimethylamino)methyl]-2-methylpyrazolo[1,5-a]pyrimidine-6-carboxylate [ No CAS ]
YieldReaction ConditionsOperation in experiment
1.5 g In ethanol; at 20℃; for 2.0h;Reflux; To a stirred solution of crude compound I B-7 (4.9 g, 21 .43 mmol) in ethanol (4OmL) was added <strong>[1780-72-9]4-bromo-3-methyl-1H-pyrazol-5-amine</strong> (3.04g, 17.immol) at room temperature and the resulting mixture was refluxed for 2 h. Progress of reaction was monitored by TLC using (10% methanol in DCM). After complete consumption of starting material, the mixture was diluted with ethyl acetate (200mL), washed with water (iOOmL), brine (iOOmL) and the separatedorganic layer was dried over sodium sulfate The solvent was removed on a rotary evaporatorgive crude material as a brown liquid. The crude material was purified by combiflash chromatography using 30% ethyl acetate in hexane as an eluent to afford 1.5 g of the title compound ID-8 as brown liquid.1H NMR (400 MHz, Chloroform-d,): 61.42 (t, J= 7.16 Hz, 3H), 2.37 (s, 6H), 2.53 (s, 3H), 4.42(q, J= 7.16 Hz, 2H), 4.45 (s, 2H), 8.88 (s, 1H).
  • 8
  • [ 1780-72-9 ]
  • [ 87-13-8 ]
  • ethyl 3-bromo-7-hydroxy-2-methylpyrazolo[1,5-a]pyrimidine-6-carboxylate [ No CAS ]
YieldReaction ConditionsOperation in experiment
67.4% With acetic acid; at 20℃; for 6.0h;Reflux; 4-Bromo-3-methyl-1H-pyrazol-5-amine (14 g, 79.5 mmol) was suspended in 150 mL glacial acetic acid. Then diethyl (ethoxymethylene)malonate (18.9 g, 87.4 mmol) was added slowly atroom temperature. The mixture was refluxed for 6 hours. After cooling, the precipitate wasfiltered off and washed with ethanol and diethyl ether to afford an off-white solid (16.2 g,67.4%) which has been used in the next step without further purification.1 H NMR (400 MHz, DMSO-d6, Method Ml): 6 13,3 (brs, 1 H), 8.36 (s, 1 H), 4.26 - 4.21 (q, 2H),2.29 (s, 3H), 1.28 (t, 3H).
  • 9
  • [ 105-45-3 ]
  • [ 1780-72-9 ]
  • C8H8BrN3O [ No CAS ]
  • 10
  • [ 367-57-7 ]
  • [ 1780-72-9 ]
  • 3-bromo-2,5-dimethyl-7-(trifluoromethyl)pyrazolo[1,5-a]pyrimidine [ No CAS ]
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