Alternatived Products of [ 850349-12-1 ]
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
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Pubchem ID : | - |
Synonyms : |
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Safety of [ 850349-12-1 ]
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 ]
- 1
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[ 871329-75-8 ]
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[ 850349-12-1 ]
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[ 1242846-60-1 ]
Yield | Reaction Conditions | Operation 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
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[ 935685-88-4 ]
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[ 850349-12-1 ]
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[ 1242846-67-8 ]
Yield | Reaction Conditions | Operation 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%). |