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[ CAS No. 93716-78-0 ]

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Chemical Structure| 93716-78-0
Chemical Structure| 93716-78-0
Structure of 93716-78-0 * Storage: {[proInfo.prStorage]}

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Product Details of [ 93716-78-0 ]

CAS No. :93716-78-0 MDL No. :MFCD05224892
Formula : C14H10BrN Boiling Point : -
Linear Structure Formula :- InChI Key :N/A
M.W :272.14 g/mol Pubchem ID :-
Synonyms :

Safety of [ 93716-78-0 ]

Signal Word:Warning Class:
Precautionary Statements:P264-P280-P302+P352-P337+P313-P305+P351+P338-P362+P364-P332+P313 UN#:
Hazard Statements:H315-H319 Packing Group:
GHS Pictogram:

Application In Synthesis of [ 93716-78-0 ]

  • Downstream synthetic route of [ 93716-78-0 ]

[ 93716-78-0 ] Synthesis Path-Downstream   1~2

  • 1
  • [ 29835-28-7 ]
  • [ 143321-89-5 ]
  • [ 93716-78-0 ]
YieldReaction ConditionsOperation in experiment
88% With potassium carbonate; L-proline; copper(I) bromide; In dimethyl sulfoxide; at 100℃; for 3h;Inert atmosphere; General procedure: To a mixture of Pd(PPh3)2Cl2 (2 mol %), CuI (4 mol %) and DMF (15 mL) taken in a flask, aryl iodide (10 mmol), propiolic acid (12 mmol) and diisopropylamine (25 mmol) were added in that sequence under nitrogen atmosphere. After stirring the reaction mixture at room temperature for 5 h, the resulting mixture was diluted with ethyl acetate, filtered through celite bed, the filtrate was washed with cold aqueous KOH solution (1 × 100 mL) and acidified with dilute sulfuric acid (10% solution) at 0 C. The solid obtained was extracted with dichloromethane and the extract was washed with water, brine solution and dried over anhydrous sodium sulfate. The organic layer was concentrated in vacuo at 40 C, dried to get the arylpropiolic acid. Arylpropiolic acid (5 mmol) or 2-butynoic acid (5 mmol) was transferred into a 30 mL glass tube and then iodo compound (5 mmol), l-proline (15 mol %), cuprous bromide (5 mol %) and potassium carbonate (10 mmol) in DMSO or DMF (10 mL) were added in that order. The sealed tube was then subjected to a vacuum and refilled with nitrogen for five times under stirring at room temperature. The tube was placed in an oil bath and heated with stirring at 100 C for 3-5 h. After the reaction, the reaction mixture was mixed with ethyl acetate and washed with water, brine solution and dried over anhydrous sodium sulfate. Removal of the solvent in vacuo and purification of the residue by silica-gel column chromatography with hexane/ethyl acetate afforded the desired product. See Supplementary data for spectral data of all compounds.
  • 2
  • [ 93716-78-0 ]
  • [ 1001911-63-2 ]
  • C32H22N2 [ No CAS ]
YieldReaction ConditionsOperation in experiment
75% With tetrakis(triphenylphosphine) palladium(0); potassium carbonate; In tetrahydrofuran; water; at 90℃; 10.0 g (36.75 mmol) of 2- (3-bromophenyl) indole, (9-phenyl-9H-carbazol-2-yl) boronic acid 1.1eq, potassium carbonate 2.2eq, tetrakis (triphenyl) in 1000mL flask Phosphine) palladium 0.05eq, 200 mL of THF and 100 mL of water were added and stirred at 90 C. overnight.After completion of the reaction by TLC, the reaction mixture was cooled, the organic layer was separated, and the solvent was removed under reduced pressure, thereby obtaining 11.9 g (yield: 75%) of intermediate B-1 through a column.
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