Alternatived Products of [ 1166756-72-4 ]
Product Details of [ 1166756-72-4 ]
CAS No. : | 1166756-72-4 |
MDL No. : | MFCD12198860 |
Formula : |
C7H7BrClN
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Boiling Point : |
- |
Linear Structure Formula : | - |
InChI Key : | BGECTFQDFFAMKV-UHFFFAOYSA-N |
M.W : |
220.49
|
Pubchem ID : | 53429593 |
Synonyms : |
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Safety of [ 1166756-72-4 ]
Signal Word: | Warning |
Class: | N/A |
Precautionary Statements: | P301+P312+P330 |
UN#: | N/A |
Hazard Statements: | H302 |
Packing Group: | N/A |
GHS Pictogram: |
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Application In Synthesis of [ 1166756-72-4 ]
* 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 [ 1166756-72-4 ]
- 1
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[ 885518-95-6 ]
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[ 1166756-72-4 ]
Yield | Reaction Conditions | Operation in experiment |
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Step 1. Preparation of 3-bromo-5-chloro-2-methylaniline This material was prepared from <strong>[885518-95-6]1-bromo-5-chloro-2-methyl-3-nitrobenzene</strong> following the procedure used for SM-9, step 3 (96%): LCMS(m/z): 219.9 (MH+); tR=0.99 minute. |
- 2
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[ 1166756-72-4 ]
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[ 98769-85-8 ]
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10-bromo-8-chloro-11-methyl-6-phenyl-6H-chromeno[4,3-b]quinoline
[ No CAS ]
Yield | Reaction Conditions | Operation in experiment |
82% |
With silica gel supported sodium hydrogen sulfate In ethanol at 20℃; for 0.5h; Irradiation; |
2.2.4. General Procedure for the Synthesis of 6-phenyl-6Hchromeno[4, 3-b] Quinolines (7a-o)
General procedure: To a mixture of aldehyde (5) (1.0 mmol) and aniline (6) (1.0 mmol) in ethanol (5 mL) solvent, the catalysts sodium bisulfate embedded silica [37] (5.0 mmol) was added. The whole reaction mixture was stirred at room temperature for 30 min under halo photochemical light of wavelength 15000-18000 cm-1. The reaction completion monitored by the Thin Layer Chromatography (TLC). The solvent removed under reduced pressure from the crude product. Later, sodium bicarbonate solution (10 mL) added to the crude mixture and extracted with ethyl acetate (3x10 mL). From the collected organic layer, the solvent removed under reduced pressure. The resulting crude mixture was purified by the silica gel column using ethyl acetate/n-hexane (2:1) mixture to get 6-phenyl-6H-chromeno [4, 3-b] quinolines (7a) in good yield. |
Reference:
[1]Anuradha, Vejendla; Basaveswara Rao, Mandava Venkata; Prashanth, Jyothi; Rao, Koya Prabhakara; Subramanyam, Madala; Suman, Kancharla
[Letters in drug design and discovery, 2020, vol. 17, # 7, p. 929 - 938]
- 3
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[ 219312-44-4 ]
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[ 1166756-72-4 ]
Yield | Reaction Conditions | Operation in experiment |
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With hydrogen bromide; copper(I) bromide; sodium nitrite In water at 0 - 80℃; for 2.5h; |
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Reference:
[1]Chen, Ji-An; Ma, Hui; Liu, Zehui; Tian, Jinlong; Lu, Sisi; Fang, Wenqing; Ze, Shuyin; Lu, Weiqiang; Xie, Qiong; Huang, Jin; Wang, Yonghui
[Journal of Medicinal Chemistry, 2022, vol. 65, # 1, p. 592 - 615]
- 4
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[ 1166756-72-4 ]
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C17H23BrClNO3
[ No CAS ]
Yield | Reaction Conditions | Operation in experiment |
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Multi-step reaction with 2 steps
1: sulfuric acid; sodium nitrite / water / 2 h / 0 - 100 °C
2: potassium carbonate / N,N-dimethyl-formamide / 90 °C |
|
Reference:
[1]Chen, Ji-An; Ma, Hui; Liu, Zehui; Tian, Jinlong; Lu, Sisi; Fang, Wenqing; Ze, Shuyin; Lu, Weiqiang; Xie, Qiong; Huang, Jin; Wang, Yonghui
[Journal of Medicinal Chemistry, 2022, vol. 65, # 1, p. 592 - 615]
- 5
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[ 1166756-72-4 ]
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C24H30ClN3O4S
[ No CAS ]
Yield | Reaction Conditions | Operation in experiment |
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Multi-step reaction with 3 steps
1: sulfuric acid; sodium nitrite / water / 2 h / 0 - 100 °C
2: potassium carbonate / N,N-dimethyl-formamide / 90 °C
3: tris-(dibenzylideneacetone)dipalladium(0); t-BuBrettPhos; potassium carbonate; acetic acid / <i>tert</i>-butyl alcohol / 110 °C / Inert atmosphere; Sealed tube |
|
Reference:
[1]Chen, Ji-An; Ma, Hui; Liu, Zehui; Tian, Jinlong; Lu, Sisi; Fang, Wenqing; Ze, Shuyin; Lu, Weiqiang; Xie, Qiong; Huang, Jin; Wang, Yonghui
[Journal of Medicinal Chemistry, 2022, vol. 65, # 1, p. 592 - 615]
- 6
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[ 1166756-72-4 ]
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(S)-6,6-dimethyl-2-phenyl-4,5,6,7-tetrahydrobenzo[d]oxazol-4-ol
[ No CAS ]
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C24H26ClF6N3O3S
[ No CAS ]
Yield | Reaction Conditions | Operation in experiment |
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Multi-step reaction with 6 steps
1.1: sulfuric acid; sodium nitrite / water / 2 h / 0 - 100 °C
2.1: potassium carbonate / N,N-dimethyl-formamide / 90 °C
3.1: tris-(dibenzylideneacetone)dipalladium(0); t-BuBrettPhos; potassium carbonate; acetic acid / <i>tert</i>-butyl alcohol / 110 °C / Inert atmosphere; Sealed tube
4.1: hydrogenchloride / dichloromethane; 1,4-dioxane / 4 h / 0 °C
4.2: 24 h / 20 °C
5.1: sodium tetrahydroborate / methanol / 20 °C
6.1: 2,2'-iminobis[ethanol]; acetic acid / hexane; ethanol / 35 °C |
|
Reference:
[1]Chen, Ji-An; Ma, Hui; Liu, Zehui; Tian, Jinlong; Lu, Sisi; Fang, Wenqing; Ze, Shuyin; Lu, Weiqiang; Xie, Qiong; Huang, Jin; Wang, Yonghui
[Journal of Medicinal Chemistry, 2022, vol. 65, # 1, p. 592 - 615]
- 7
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[ 1166756-72-4 ]
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2-methyl-3-bromo-5-chlorophenol
[ No CAS ]
Yield | Reaction Conditions | Operation in experiment |
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With sulfuric acid; sodium nitrite In water at 0 - 100℃; for 2h; |
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Reference:
[1]Chen, Ji-An; Ma, Hui; Liu, Zehui; Tian, Jinlong; Lu, Sisi; Fang, Wenqing; Ze, Shuyin; Lu, Weiqiang; Xie, Qiong; Huang, Jin; Wang, Yonghui
[Journal of Medicinal Chemistry, 2022, vol. 65, # 1, p. 592 - 615]
- 8
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[ 1166756-72-4 ]
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2-((5-chloro-2-methyl-3-((1-(4,4,4-trifluoro-3-(trifluoromethyl)-butanoyl)piperidin-4-yl)oxy)phenyl)amino)-6,7-dihydrobenzo[d]-thiazol-4(5H)-one
[ No CAS ]
Yield | Reaction Conditions | Operation in experiment |
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Multi-step reaction with 4 steps
1.1: sulfuric acid; sodium nitrite / water / 2 h / 0 - 100 °C
2.1: potassium carbonate / N,N-dimethyl-formamide / 90 °C
3.1: tris-(dibenzylideneacetone)dipalladium(0); t-BuBrettPhos; potassium carbonate; acetic acid / <i>tert</i>-butyl alcohol / 110 °C / Inert atmosphere; Sealed tube
4.1: hydrogenchloride / dichloromethane; 1,4-dioxane / 4 h / 0 °C
4.2: 24 h / 20 °C |
|
Reference:
[1]Chen, Ji-An; Ma, Hui; Liu, Zehui; Tian, Jinlong; Lu, Sisi; Fang, Wenqing; Ze, Shuyin; Lu, Weiqiang; Xie, Qiong; Huang, Jin; Wang, Yonghui
[Journal of Medicinal Chemistry, 2022, vol. 65, # 1, p. 592 - 615]
- 9
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[ 1166756-72-4 ]
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1-(4-(5-chloro-3-((4-hydroxy-4,5,6,7-tetrahydrobenzo[d]thiazol-2-yl)amino)-2-methylphenoxy)piperidin-1-yl)-4,4,4-trifluoro-3-(trifluoromethyl)butan-1-one
[ No CAS ]
Yield | Reaction Conditions | Operation in experiment |
|
Multi-step reaction with 5 steps
1.1: sulfuric acid; sodium nitrite / water / 2 h / 0 - 100 °C
2.1: potassium carbonate / N,N-dimethyl-formamide / 90 °C
3.1: tris-(dibenzylideneacetone)dipalladium(0); t-BuBrettPhos; potassium carbonate; acetic acid / <i>tert</i>-butyl alcohol / 110 °C / Inert atmosphere; Sealed tube
4.1: hydrogenchloride / dichloromethane; 1,4-dioxane / 4 h / 0 °C
4.2: 24 h / 20 °C
5.1: sodium tetrahydroborate / methanol / 20 °C |
|
Reference:
[1]Chen, Ji-An; Ma, Hui; Liu, Zehui; Tian, Jinlong; Lu, Sisi; Fang, Wenqing; Ze, Shuyin; Lu, Weiqiang; Xie, Qiong; Huang, Jin; Wang, Yonghui
[Journal of Medicinal Chemistry, 2022, vol. 65, # 1, p. 592 - 615]