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[ CAS No. 294877-33-1 ]

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2D
Chemical Structure| 294877-33-1
Chemical Structure| 294877-33-1
Structure of 294877-33-1 *Storage: {[proInfo.prStorage]}

Quality Control of [ 294877-33-1 ]

Related Doc. of [ 294877-33-1 ]

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Product Details of [ 294877-33-1 ]

CAS No. :294877-33-1MDL No. :MFCD06797472
Formula : C9H7BrN2 Boiling Point : 297.7±23.0°C at 760 mmHg
Linear Structure Formula :-InChI Key :-
M.W :223.07Pubchem ID :7127804
Synonyms :

Computed Properties of [ 294877-33-1 ]

TPSA : 17.8 H-Bond Acceptor Count : 1
XLogP3 : - H-Bond Donor Count : 0
SP3 : 0.00 Rotatable Bond Count : 1

Safety of [ 294877-33-1 ]

Signal Word:WarningClassN/A
Precautionary Statements:P261-P305+P351+P338UN#:N/A
Hazard Statements:H302-H315-H319-H335Packing Group:N/A
GHS Pictogram:

Application In Synthesis of [ 294877-33-1 ]

  • Upstream synthesis route of [ 294877-33-1 ]

[ 294877-33-1 ] Synthesis Path-Upstream   1~4

  • 1
  • [ 288-13-1 ]
  • [ 591-18-4 ]
  • [ 294877-33-1 ]
YieldReaction ConditionsOperation in experiment
78% With potassium phosphate monohydrate; manganese(II) chloride tetrahydrate; (S,S)-1,2-diaminocyclohexane In water for 24.00 h; Reflux In a 500 ml round-bottomed flask, 10.0 g (147 mmol) pyrazole,2.91 g (14.7 mmol) of MnCl 2 .4H 2 O, 67.7 g (294 mmol) of K 3 PO 4 .H 2 O,62.3 g (220 mmol) of 1-bromo-3-iodobenzene, 3.35 g (29.4 mmol) of trans-1,2-diaminocyclohexane and 70 ml of water were added and refluxed for 24 hours.After completion of the reaction, the temperature was lowered to room temperature, and methylene chloride was added thereto, followed by filtration using Celite.The filtrate was concentrated under reduced pressure and then subjected to column purification using ethyl acetate and n-hexane as eluent. (25.6 g, yield 78percent).
51% With copper(l) iodide; (S,S)-1,2-diaminocyclohexane; potassium carbonate In 1,4-dioxane for 19.00 h; Reflux 1-bromo-3-iodobenzene (18.20 g, 64.3 mmol), 1H-pyrazole (4.38 g, 64.3 mmol), and (1S,2S)-cyclohexane-1,2-diamine (1.5 g, 12.9 mmol) in dioxane (400 mL) were placed into a 1 L round-bottomed flask. Copper(I) iodide (0.613 g, 3.22 mmol) and potassium carbonate (17.78 g, 129 mmol) were added, and the reaction mixture was stirred at reflux for 19 h.
The crude mixture was then filtered through a pad of celite.
The filtrate was diluted with 400 mL of dichloromethane, and was washed with water.
The organic layer was concentrated and chromatographed on silica gel with 5percent ethyl acetate in hexane to give 7.3 g (51percent) of 1-(3-bromophenyl)-1H-pyrazole as a white solid.
Synthesis of N-(3-(1N-pyrazol-1-yl)phenyl)-3-(1-(2,6-dimethylphenyl)-1H-imidazol-4-yl)-N-phenylaniline.
Reference: [1] Patent: KR101897044, 2018, B1. Location in patent: Paragraph 0444-0445; 0448-0450
[2] Patent: EP2574613, 2013, A1. Location in patent: Paragraph 0144
  • 2
  • [ 288-13-1 ]
  • [ 1073-06-9 ]
  • [ 294877-33-1 ]
YieldReaction ConditionsOperation in experiment
4.7 g
Stage #1: With sodium hydride In N,N-dimethyl-formamide at 20℃; for 0.50 h;
Stage #2: at 130℃; for 2.00 h;
To a suspension of sodium hydride (3.52 g, 88 mmol) in DMF (40 ml), was added pyrazole (3.0 g, 44 mmol) in portions. After stirring at room temperature for 30 minutes, 1 -bromo-3- fluorobenzene (9.3 g, 53 mmol) in DMF (20 ml) was added dropwise and the resulting mixture was stirred for 2 hours at 130 °C. The mixture was cooled and quenched by the addition of a saturated aqueous NH4CI solution and extracted with ethyl acetate. The organic layer was washed with brine, dried over Na2S04 and concentrated under reduced pressure. The residue was purified using normal phase chromatography, eluting with petroleum ether containing 10percent ethyl acetate to give 1 -(3-bromophenyl)-1 H-pyrazole (4.7 g) as yellow solid.
Reference: [1] Patent: WO2013/41457, 2013, A1. Location in patent: Page/Page column 23
  • 3
  • [ 288-13-1 ]
  • [ 591-19-5 ]
  • [ 294877-33-1 ]
Reference: [1] Chemistry - A European Journal, 2014, vol. 20, # 45, p. 14619 - 14623
  • 4
  • [ 102-52-3 ]
  • [ 40887-80-7 ]
  • [ 294877-33-1 ]
Reference: [1] Magnetic Resonance in Chemistry, 2011, vol. 49, # 8, p. 537 - 542
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