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Chemistry
Heterocyclic Building Blocks
Pyrazoles
4-(4-Bromophenyl)-3-methyl-1H-pyrazol-5-amine
Chemistry
Heterocyclic Building Blocks
Organic Building Blocks
Pyrazoles
Aryls Amines Bromides

[ CAS No. 955575-53-8 ]

{[proInfo.proName]} ,{[proInfo.pro_purity]}
Cat. No.: {[proInfo.prAm]}
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2D
Chemical Structure| 955575-53-8
Chemical Structure| 955575-53-8
Structure of 955575-53-8 *Storage: {[proInfo.prStorage]}

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Quality Control of [ 955575-53-8 ]

COA NMR CNMR HPLC LC-MS

Related Doc. of [ 955575-53-8 ]

SDS

Product Details of [ 955575-53-8 ]

CAS No. :955575-53-8MDL No. :MFCD09463175
Formula : C10H10BrN3 Boiling Point : -
Linear Structure Formula :-InChI Key :N/A
M.W :252.11Pubchem ID :-
Synonyms :

Computed Properties of [ 955575-53-8 ]

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

Safety of [ 955575-53-8 ]

Signal Word:DangerClass8
Precautionary Statements:P280-P305+P351+P338UN#:1759
Hazard Statements:H302-H318Packing Group:Ⅲ
GHS Pictogram:

Application In Synthesis of [ 955575-53-8 ]

  • Downstream synthetic route of [ 955575-53-8 ]

[ 955575-53-8 ] Synthesis Path-Downstream   1~6

  • 1
  • [ 955575-53-8 ]
  • [ 331-39-5 ]
  • (E)-N-(4-(4-bromophenyl)-3-methyl-1H-pyrazol-5-yl)-3-(3,4-dihydroxyphenyl)acrylicamide [ No CAS ]
YieldReaction ConditionsOperation in experiment
12.7% Caffeic acid (200 mg, 1.11 mmol), HOBt (150 mg, 1.11 mmol) and EDCI (212 mg, 1.11 mmol) was dissolved in DMF (3 mL) and stirred at room temperature for 20 minutes.After 20 minutes, <strong>[955575-53-8]5-amino-4-(4-bromophenyl)-3-methylpyrazole</strong> (280 mg, 1.11 mmol) was added thereto and stirred at room temperature for 20 minutes.After 20 minutes DIPEA (0.38 mL, 2.22 mmol) was added and stirred for 16 h, then EtOAc, water,Extracted with 1N-HCl and brine. The organic layer was dried over anhydrous Mg 2 SO 4, concentrated under reduced pressure, and purified by recrystallization (EtOAc: n-Hexane).Yield 12.7%;
Reference： [1]Patent: KR101693034,2017,B1.Location in patent: Paragraph 0093; 0148-0151
  • 2
  • [ 14243-64-2 ]
  • [ 955575-53-8 ]
  • silver perchlorate [ No CAS ]
  • triphenylphosphine(5-amino-4-(4-bromophenyl)pyrazole) gold(I) perchlorate [ No CAS ]
Reference： [1]Dalton Transactions,2018,vol. 47,p. 15338 - 15343
  • 3
  • [ 331-39-5 ]
  • [ 955575-53-8 ]
  • (E)-N-(4-(4-bromophenyl)-3-methyl-1H-pyrazol-5-yl)-3-(3,4-dihydroxyphenyl)acrylicamide [ No CAS ]
YieldReaction ConditionsOperation in experiment
12.7% Caffeic acid (200 mg, 1.11 mmol), HOBt (150 mg, 1.11 mmol) and EDCI (212 mg, 1.11 mmol) were dissolved in DMF (3 mL) and the mixture was stirred at room temperature for 20 minutes. After 20 minutes, 5-amino-4- (4-bromophenyl) -3-methylpyrazole (280 mg, 1.11 mmol) was added and the mixture was stirred at room temperature for 20 minutes. After 20 min DIPEA (0.38 mL, 2.22 mmol) was added and stirred for 16 h before extraction with EtOAc, water, 1N-HCl and brine. The organic layer was dried over anhydrous Mg2SO4, concentrated under reduced pressure and purified by recrystallization (EtOAc: n-Hexane). Yield 12.7%
Reference： [1]Patent: KR101693033,2017,B1.Location in patent: Paragraph 0251; 0252; 0253; 0254
  • 4
  • [ 955575-53-8 ]
  • [ 479630-08-5 ]
  • C23H27BrN4O3 [ No CAS ]
YieldReaction ConditionsOperation in experiment
180 mg With potassium phosphate; at 180℃; for 0.25h;Microwave irradiation; Tert-butyl 4-(3-ethoxy-3-oxopropanoyl)piperidine-l-carboxylate (1.00 g, 3.34 mmol, 1.5 eq), 4-(4- bromophenyl)-3-methyl-lH-pyrazol-5-amine (585 mg, 2.27 mmol, 1 eq) and potassium phosphate (945 mg, 4.45 mmol, 2 eq) were suspended in l-methoxy-2-propanol (10 mL) in a 20 mL microwave vial. The vial was capped and the mixture was heated in a microwave to 180C for 15 min. After cooling to RT, the mixture was evaporated in vacuo, diluted with water (5 mL) and extracted with ethyl acetate (3x10 mL). The combined organic layers were dried with sodium sulfate, filtered and evaporated in vacuo. The residue was purified by preparative HPLC (Method 1A). The combined product fractions were adjusted to pH 7 by addition of aqueous ammonium hydroxide. Acetonitrile was evaporated in vacuo, the resulting suspension was filtered, the residue was washed with water (0.5 mL) and dried for 16 h at 50C in vacuo to give the title compound (180 mg, 16% of theory). LC-MS (Method IB): Rt = 1.23 min, MS (ESIPos): m/z = 487 [M+H]+
Reference： [1]Patent: WO2016/71216,2016,A1.Location in patent: Page/Page column 162-163
  • 5
  • [ 493-72-1 ]
  • [ 955575-53-8 ]
  • [ 1241965-84-3 ]
Reference： [1]Russian Chemical Bulletin,2009,vol. 58,p. 1034 - 1040
  • 6
  • [ 493-72-1 ]
  • [ 955575-53-8 ]
  • [ 1241965-55-8 ]
Reference： [1]Russian Chemical Bulletin,2009,vol. 58,p. 1034 - 1040

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