Alternatived Products of [ 728885-46-9 ]
Product Details of [ 728885-46-9 ]
CAS No. : | 728885-46-9 |
MDL No. : | MFCD06616751 |
Formula : |
C15H13BrO3
|
Boiling Point : |
- |
Linear Structure Formula : | - |
InChI Key : | - |
M.W : |
321.17
|
Pubchem ID : | - |
Synonyms : |
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Safety of [ 728885-46-9 ]
Signal Word: | |
Class: | |
Precautionary Statements: | |
UN#: | |
Hazard Statements: | |
Packing Group: | |
Application In Synthesis of [ 728885-46-9 ]
* 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 [ 728885-46-9 ]
- 1
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[ 728885-46-9 ]
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[ 107-13-1 ]
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[ 1015221-84-7 ]
Yield | Reaction Conditions | Operation in experiment |
76% |
With 1,4-diaza-bicyclo[2.2.2]octane at 20℃; for 26h; |
|
- 2
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[ 148-53-8 ]
-
[ 3433-80-5 ]
-
[ 728885-46-9 ]
Yield | Reaction Conditions | Operation in experiment |
96% |
With potassium carbonate In acetone for 3h; Heating; |
|
95% |
With potassium carbonate In acetone for 3h; Reflux; |
|
Reference:
[1]Majhi, Tirtha Pada; Neogi, Arpita; Ghosh, Soumen; Mukherjee, Alok Kumar; Helliwell, Madeleine; Chattopadhyay, Partha
[Synthesis, 2008, # 1, p. 94 - 100]
[2]Location in patent: scheme or table
Mitra, Sudipta; Banerjee, Tuhin Suvro; Hota, Sandip K.; Bhattacharya, Debleena; Das, Sumantra; Chattopadhyay, Partha
[European Journal of Medicinal Chemistry, 2011, vol. 46, # 5, p. 1713 - 1720]
- 3
-
[ 728885-46-9 ]
-
[ 1297529-95-3 ]
Yield | Reaction Conditions | Operation in experiment |
|
Multi-step reaction with 3 steps
1: ethanol / 12 h / 25 °C
2: sodium tetrahydroborate / ethanol / 2 h / 0 °C
3: tris-(dibenzylideneacetone)dipalladium(0); potassium <i>tert</i>-butylate; potassium carbonate; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl / 15 h / Reflux; Inert atmosphere |
|
Reference:
[1]Mitra, Sudipta; Banerjee, Tuhin Suvro; Hota, Sandip K.; Bhattacharya, Debleena; Das, Sumantra; Chattopadhyay, Partha
[European Journal of Medicinal Chemistry, 2011, vol. 46, # 5, p. 1713 - 1720]
- 4
-
[ 728885-46-9 ]
-
[ 1297529-96-4 ]
Yield | Reaction Conditions | Operation in experiment |
|
Multi-step reaction with 3 steps
1: ethanol / 12 h / 25 °C
2: sodium tetrahydroborate / ethanol / 2 h / 0 °C
3: tris-(dibenzylideneacetone)dipalladium(0); potassium <i>tert</i>-butylate; potassium carbonate; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl / 16 h / Reflux; Inert atmosphere |
|
Reference:
[1]Mitra, Sudipta; Banerjee, Tuhin Suvro; Hota, Sandip K.; Bhattacharya, Debleena; Das, Sumantra; Chattopadhyay, Partha
[European Journal of Medicinal Chemistry, 2011, vol. 46, # 5, p. 1713 - 1720]
- 5
-
[ 728885-46-9 ]
-
[ 1297529-87-3 ]
Yield | Reaction Conditions | Operation in experiment |
|
Multi-step reaction with 2 steps
1: ethanol / 12 h / 25 °C
2: sodium tetrahydroborate / ethanol / 2 h / 0 °C |
|
Reference:
[1]Mitra, Sudipta; Banerjee, Tuhin Suvro; Hota, Sandip K.; Bhattacharya, Debleena; Das, Sumantra; Chattopadhyay, Partha
[European Journal of Medicinal Chemistry, 2011, vol. 46, # 5, p. 1713 - 1720]
- 6
-
[ 728885-46-9 ]
-
[ 1297529-88-4 ]
Yield | Reaction Conditions | Operation in experiment |
|
Multi-step reaction with 2 steps
1: ethanol / 12 h / 25 °C
2: sodium tetrahydroborate / ethanol / 2 h / 0 °C |
|
Reference:
[1]Mitra, Sudipta; Banerjee, Tuhin Suvro; Hota, Sandip K.; Bhattacharya, Debleena; Das, Sumantra; Chattopadhyay, Partha
[European Journal of Medicinal Chemistry, 2011, vol. 46, # 5, p. 1713 - 1720]
- 7
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[ 728885-46-9 ]
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[ 90-04-0 ]
-
C22H20BrNO3
[ No CAS ]
Yield | Reaction Conditions | Operation in experiment |
|
In ethanol at 25℃; for 12h; |
4.1.3. General procedure for the synthesis of O-bromobenzylated aromatic amines 4a-h
General procedure: To an ethanolic solution of 3, substituted anilines were added and the reaction mixture was stirred at room temperature for 12 h. After cooling to 0 °C, sodium borohydride was added portionwise and the reaction mixture was stirred for 2 h (TLC). The solvent was removed via rotary evaporation. The reaction mixture was extracted with CH2Cl2 (2 × 10 ml), and then washed with saturated sodium bicarbonate solution and water (2 × 8 ml). The organic layers were combined, dried over Na2SO4, filtered and concentrated. The crude residue was purified via flash column chromatography over silica gel (230-400 mesh) eluting with 2-4% ethyl acetate in pet. ether to get the compounds 4a-h. |
Reference:
[1]Location in patent: experimental part
Mitra, Sudipta; Banerjee, Tuhin Suvro; Hota, Sandip K.; Bhattacharya, Debleena; Das, Sumantra; Chattopadhyay, Partha
[European Journal of Medicinal Chemistry, 2011, vol. 46, # 5, p. 1713 - 1720]
- 8
-
[ 728885-46-9 ]
-
[ 104-94-9 ]
-
C22H20BrNO3
[ No CAS ]
Yield | Reaction Conditions | Operation in experiment |
|
In ethanol at 25℃; for 12h; |
4.1.3. General procedure for the synthesis of O-bromobenzylated aromatic amines 4a-h
General procedure: To an ethanolic solution of 3, substituted anilines were added and the reaction mixture was stirred at room temperature for 12 h. After cooling to 0 °C, sodium borohydride was added portionwise and the reaction mixture was stirred for 2 h (TLC). The solvent was removed via rotary evaporation. The reaction mixture was extracted with CH2Cl2 (2 × 10 ml), and then washed with saturated sodium bicarbonate solution and water (2 × 8 ml). The organic layers were combined, dried over Na2SO4, filtered and concentrated. The crude residue was purified via flash column chromatography over silica gel (230-400 mesh) eluting with 2-4% ethyl acetate in pet. ether to get the compounds 4a-h. |
Reference:
[1]Location in patent: experimental part
Mitra, Sudipta; Banerjee, Tuhin Suvro; Hota, Sandip K.; Bhattacharya, Debleena; Das, Sumantra; Chattopadhyay, Partha
[European Journal of Medicinal Chemistry, 2011, vol. 46, # 5, p. 1713 - 1720]