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Chemical Structure| 1312478-63-9 Chemical Structure| 1312478-63-9

Structure of 1312478-63-9

Chemical Structure| 1312478-63-9

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Product Details of [ 1312478-63-9 ]

CAS No. :1312478-63-9
Formula : C15H19BN2O2
M.W : 270.14
SMILES Code : CC1(C)C(C)(C)OB(C2=CC=C(N3N=CC=C3)C=C2)O1
MDL No. :MFCD22207179

Safety of [ 1312478-63-9 ]

GHS Pictogram:
Signal Word:Warning
Hazard Statements:H302-H315-H319
Precautionary Statements:P501-P270-P264-P280-P302+P352-P337+P313-P305+P351+P338-P362+P364-P332+P313-P301+P312+P330

Application In Synthesis of [ 1312478-63-9 ]

* 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 [ 1312478-63-9 ]

[ 1312478-63-9 ] Synthesis Path-Downstream   1~1

  • 1
  • [ 13788-92-6 ]
  • [ 73183-34-3 ]
  • [ 1312478-63-9 ]
YieldReaction ConditionsOperation in experiment
100% With potassium acetate;(1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; In 1,4-dioxane; at 100℃;Inert atmosphere; 1-(4-bromophenyl)-1 H-pyrazole (0.34 g, 1.5 mmol), bis(pinacolato)diborane (0.53 g, 2.1 mmol) and potassium acetate (446mg,4.5mmol) were combined in a 4 dram vial in 10ml_ dioxane. The reaction mixture was bubbled with nitrogen for 10 minutes then Pd(dppf)CI2 (1 10mg, 0.15mmol) was added. The reaction was heated at 100C overnight. The reaction was diluted with 20ml_ of EtOAc and 20ml_ of 1 : 1 saturated sodium bicarbonate / water. The organic layer was isolated and the aqueous layer was back-extracted once with 10ml_ of EtOAc. The organic layers were combined, dried over solid magnesium sulfate, filtered and concentrated. The crude material was puified by eluting the material through a short pad of silica gel with EtOAc to provide a dark solid (0.42 g, 100 %). MS (LCMS) m/z 271.4 (M+1 ). 1H NMR (400 MHz,CHLOROFORM-d) δ ppm 1.35 (s, 12 H) 6.46 (dd, J=2.54, 1.76 Hz, 1 H) 7.68 - 7.72 (m, 2 H) 7.72 (d, J=1.76 Hz, 1 H) 7.85 - 7.90 (m, 2 H) 7.96 (d, J=1.76 Hz, 1 H).
With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium acetate; In 1,4-dioxane; at 120℃; for 3h;Inert atmosphere; 0.26 g (1.16 mmol) of 1- (4-bromophenyl) -1H-pyrazole was weighed,0.34 g (1.38 mmol) of diphenylolate borate,Potassium acetate 0.34 g (3.48 mmol) andPd (dppf) Cl2 0.06 g (0.08 mmol) in a 100 mL eggplant type flask, Adding dioxane 12mL, nitrogen protection, heating at 120 reflux 3h,To obtain the product containing the product1- [4- (4,4,5,5-tetramethyl-1, 3,2-Dioxaborolan-2-yl)Phenyl] -1H-Pyrazole reaction system,Cooled to room temperature,To this system was added 0.30 g (0.95 mmol) of (S) -N1- (5-bromo-2-pyrazinyl) -1,2-tetrahydropyrformamide,0.78 g (2.85 mmol) of potassium carbonate, 0.05 g (0.07 mmol) of Pd (dppf) Cl2 and 3 mL of water, protected with nitrogen and heated at 120 C for 3 hours,Cooling to room temperature, steaming to remove the solvent, silica gel column chromatography purification three times,Eluent (V / V): chloroform / methanol = 20/1 to give 0.12 g of a white solid, yield: 33.48%, mp: 235-238 C.
13.2 g With bis-triphenylphosphine-palladium(II) chloride; potassium acetate; In toluene; at 110℃;Inert atmosphere; D);To a solution of <strong>[13788-92-6]1-(4-bromophenyl)-1H-pyrazole</strong> (12.8 g), bis(pinacolato)diboron (29.0 g), potassium acetate (16.8 g) in toluene (300 mL) was added (Ph3P)2PdCl2 (4.01 g), and the mixture was stirred under an argon atmosphere at 110C overnight. An insoluble material was removed by filtration, and the solvent was evaporated under reduced pressure. The obtained residue was purified by silica gel column chromatography (ethyl acetate/hexane) to give the title compound (13.2 g, containing bis(pinacolato)diboron). MS (ESI+): [M+H]+271.0.
 

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