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[ CAS No. 850349-12-1 ] {[proInfo.proName]}

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Chemical Structure| 850349-12-1
Chemical Structure| 850349-12-1
Structure of 850349-12-1 * Storage: {[proInfo.prStorage]}
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Product Details of [ 850349-12-1 ]

CAS No. :850349-12-1 MDL No. :MFCD06657724
Formula : C13H15BrO4 Boiling Point : -
Linear Structure Formula :- InChI Key :-
M.W : 315.16 Pubchem ID :-
Synonyms :

Safety of [ 850349-12-1 ]

Signal Word:Warning Class:
Precautionary Statements:P261-P264-P270-P271-P280-P301+P312-P302+P352-P304+P340-P305+P351+P338-P330-P332+P313-P337+P313-P362-P403+P233-P405-P501 UN#:
Hazard Statements:H302-H315-H319-H335 Packing Group:
GHS Pictogram:

Application In Synthesis of [ 850349-12-1 ]

* 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 [ 850349-12-1 ]

[ 850349-12-1 ] Synthesis Path-Downstream   1~2

  • 1
  • [ 871329-75-8 ]
  • [ 850349-12-1 ]
  • [ 1242846-60-1 ]
YieldReaction ConditionsOperation in experiment
76% With potassium carbonate In 1,4-dioxane; water at 140℃; for 1h; Microwave irradiation; 16 Intermediate 12. t-butyl 2-(2-(3-N-memylsulfamoylphenyl)-4-formylphenoxy)acetate (12)12; [0176] To a microwave tube was added t-butyl 2-(2-bromo-4- formylphenoxy)acetate (1) (300 mg, 0.96 mmol, 1 eq), 3- methylsulfamoylphenylboronic acid (413 mg, 1.92 mmol, 2 eq, Combi-Blocks Inc., San Diego, CA, USA), K2CO3 (397 mg, 2.94 mmol, 3 eq), Pd(PPh3)4 (13.8 mg, 0.096 mmol, 0.01 eq) and a mixture of dioxane (10 mL) and water (2.5 mL). The mixture was stirred at 140 °C in a microwave for 1 h. After cooling to room temperature, the mixture was concentrated in vacuo and purified by preparative TLC to give 295 mg (76%) of t-butyl 2-(2-(3-N-methylsulfamoylphenyl)-4-formylphenoxy)acetate (12).
54% With potassium carbonate In 1,4-dioxane at 140℃; for 1h; microwave; Intermediate 13: t-butyl 2-(2-(3-N-methylsulfamoylphenyD-4-formylphenoxy)acetate (13)13[0158] To a 10 mL microwave tube was added t-butyl 2-(2-bromo-4- formylphenoxy)acetate (for example as prepared for Intermediate 1) (400 mg, 1.27 mmol, 1 eq), 3-methylsulfamoylphenylboronic acid(301 mg, 1.40 mmol, 1.1 eq), K2CO3(526 mg, 3.81 mmol, 3 eq), Pd(PPh3)4 (15 mg, 0.013 mmol, 0.01 eq) and 3 mL of dioxane. The mixture was stirred at 140 0C in a microwave for 1 h. After cooling to rt, the mixture was concentrated in vacuo and purified by preparative TLC to give 280mg (54%) of t-butyl 2-(2-(3-N-methylsulfamoylphenyl)-4-formylphenoxy)acetate (13).
  • 2
  • [ 935685-88-4 ]
  • [ 850349-12-1 ]
  • [ 1242846-67-8 ]
YieldReaction ConditionsOperation in experiment
With sodium carbonate In 1,4-dioxane; water at 80℃; for 3h; Inert atmosphere; 64 Intermediate 21. t-butyl 2-(2-(3-cyano-5-fluorophenyl)-4-formylphenoxy)acetate (21); [0188] To solution of tert-butyl 2-(2-bromo-4-formylphenoxy)acetate (1) (120 g, 0.38 mol) in dioxane / H2O (4:1, 700 mL) was added 3-fluoro-5-(4,4,5,5- tetramethyl-1,3,2-dioxaborolan-2-yl)benzonitrile (20) (158 g in 60% purity, 0.38 mol), Na2CO3 (81 g, 0.76 mol) and Pd(PPh3)4 (22 g, 19 mmol) under N2. The mixture was stirred at 80 °C for 3 h. After cooling to room temperature, the mixture was concentrated in vacuo and purified by column chromatography (PE : EA = 10 : 1 v/v) to give 90 g of t-butyl 2-(2-(3-cyano-5-fluorophenyl)-4-formylphenoxy)acetate (21) (90 g, 67%).
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