Alternatived Products of [ 1206907-38-1 ]
Product Details of [ 1206907-38-1 ]
CAS No. : | 1206907-38-1 |
MDL No. : | MFCD28648641 |
Formula : |
C9H7BrN2O2S
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Boiling Point : |
- |
Linear Structure Formula : | - |
InChI Key : | - |
M.W : |
287.13
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Pubchem ID : | - |
Synonyms : |
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Safety of [ 1206907-38-1 ]
Signal Word: | |
Class: | |
Precautionary Statements: | |
UN#: | |
Hazard Statements: | |
Packing Group: | |
Application In Synthesis of [ 1206907-38-1 ]
* 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 [ 1206907-38-1 ]
- 1
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[ 1206907-38-1 ]
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[ 166328-08-1 ]
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[ 1206907-49-4 ]
Yield | Reaction Conditions | Operation in experiment |
75% |
With dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2; potassium carbonate In 1,2-dimethoxyethane; water at 90℃; |
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75% |
With dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2; potassium carbonate In 1,2-dimethoxyethane; water at 90℃; for 2h; |
|
Reference:
[1]Location in patent: scheme or table
Calhelha, Ricardo C.; Queiroz, Maria-João R.P.
[Tetrahedron Letters, 2010, vol. 51, # 2, p. 281 - 283]
[2]Location in patent: experimental part
Queiroz, Maria-João R.P.; Calhelha, Ricardo C.; Vale-Silva, Luís A.; Pinto, Eugénia; Lima, Raquel T.; Vasconcelos, M. Helena
[European Journal of Medicinal Chemistry, 2010, vol. 45, # 12, p. 5628 - 5634]
- 2
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[ 573675-25-9 ]
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[ 2365-48-2 ]
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[ 1206907-38-1 ]
Yield | Reaction Conditions | Operation in experiment |
78.6% |
With water; potassium hydroxide; In water; N,N-dimethyl-formamide; at 0 - 5℃; for 1h; |
Step A. Methyl 3-amino-6-bromothieno[3,2-b]pyridine-2-carboxylate To a solution of <strong>[573675-25-9]5-bromo-3-nitropyridine-2-carbonitrile</strong> (1.00 g, 4.38 mmol) in DMF (10 mL, 100 mmol) at 0 C. was added 2-mercaptoacetic acid methyl ester (0.414 mL, 4.60 mmol) followed by a solution of potassium hydroxide (0.492 g, 8.77 mmol) in water (1 mL, 60 mmol) dropwise. The reaction mixture was stirred at 0-5 C. for 1 h. Water (30 mL) was added to the mixture. The solid that formed was filtered, washed with water, dried under reduced pressure to give 0.990 g (78.6% yield) of the sub-title compound as a yellow solid. LCMS calc. for C9H8BrN2O2S (M+H)+: m/z=286.9. found: 287.1. |
- 3
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[ 837392-62-8 ]
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[ 1206907-38-1 ]
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[ 1261352-14-0 ]
- 4
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[ 445264-61-9 ]
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[ 1206907-38-1 ]
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[ 1261352-07-1 ]
- 5
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[ 685103-98-4 ]
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[ 1206907-38-1 ]
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[ 1261352-12-8 ]
- 6
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[ 936250-17-8 ]
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[ 1206907-38-1 ]
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[ 1261352-09-3 ]
- 7
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[ 1206907-38-1 ]
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[ 365564-07-4 ]
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[ 1261352-15-1 ]
- 8
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[ 1206907-38-1 ]
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[ 406463-06-7 ]
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[ 1261352-13-9 ]
- 9
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[ 1206907-38-1 ]
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[ 444120-95-0 ]
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[ 1261352-08-2 ]
- 10
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[ 1206907-38-1 ]
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[ 248924-59-6 ]
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[ 1261352-04-8 ]
- 11
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[ 1206907-38-1 ]
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[ 479719-88-5 ]
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[ 1261352-03-7 ]
Yield | Reaction Conditions | Operation in experiment |
72% |
With dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2; potassium carbonate In 1,2-dimethoxyethane; water at 90℃; for 2h; |
|
Reference:
[1]Location in patent: experimental part
Queiroz, Maria-João R.P.; Calhelha, Ricardo C.; Vale-Silva, Luís A.; Pinto, Eugénia; Lima, Raquel T.; Vasconcelos, M. Helena
[European Journal of Medicinal Chemistry, 2010, vol. 45, # 12, p. 5628 - 5634]
- 12
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[ 2510-23-8 ]
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[ 1206907-38-1 ]
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[ 1263093-26-0 ]
Yield | Reaction Conditions | Operation in experiment |
90% |
With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triethylamine In N,N-dimethyl-formamide at 100℃; for 1.5h; Inert atmosphere; |
4.1.1. General procedure for the synthesis of compounds 2a-2m
General procedure: Compound 1 (150 mg, 0.540 mmol), the (hetero)arylacetylene (1.1 equiv.), PdCl2(PPh3)2 (5 mol%), CuI (3 mol%), and NEt3 (3 equiv.) were added to dry DMF (2-3 mL) into a dry Schlenk tube, under argon, and the mixture was heated with stirring at 100 °C for 1.5 h. After cooling, water (5 mL) and ethyl acetate (5 mL) were added and the phases were separated. The aqueous phase was then extracted with additional ethyl acetate (3 × 5 mL). The organic phases were collected, dried (MgSO4), filtered, and, finally, removal of the solvent under reduced pressure gave a solid which was submitted to column chromatography using 50% ether/petroleum ether as eluent. The solid obtained was washed with petroleum ether and fully characterized. |
Reference:
[1]Location in patent: experimental part
Queiroz, Maria-João R.P.; Calhelha, Ricardo C.; Vale-Silva, Luís A.; Pinto, Eugénia; Almeida, Gabriela M.; Vasconcelos, M. Helena
[European Journal of Medicinal Chemistry, 2011, vol. 46, # 1, p. 236 - 240]
- 13
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[ 52670-38-9 ]
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[ 1206907-38-1 ]
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[ 1263093-22-6 ]
Yield | Reaction Conditions | Operation in experiment |
70% |
With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triethylamine In N,N-dimethyl-formamide at 100℃; for 1.5h; Inert atmosphere; |
4.1.1. General procedure for the synthesis of compounds 2a-2m
General procedure: Compound 1 (150 mg, 0.540 mmol), the (hetero)arylacetylene (1.1 equiv.), PdCl2(PPh3)2 (5 mol%), CuI (3 mol%), and NEt3 (3 equiv.) were added to dry DMF (2-3 mL) into a dry Schlenk tube, under argon, and the mixture was heated with stirring at 100 °C for 1.5 h. After cooling, water (5 mL) and ethyl acetate (5 mL) were added and the phases were separated. The aqueous phase was then extracted with additional ethyl acetate (3 × 5 mL). The organic phases were collected, dried (MgSO4), filtered, and, finally, removal of the solvent under reduced pressure gave a solid which was submitted to column chromatography using 50% ether/petroleum ether as eluent. The solid obtained was washed with petroleum ether and fully characterized. |
Reference:
[1]Location in patent: experimental part
Queiroz, Maria-João R.P.; Calhelha, Ricardo C.; Vale-Silva, Luís A.; Pinto, Eugénia; Almeida, Gabriela M.; Vasconcelos, M. Helena
[European Journal of Medicinal Chemistry, 2011, vol. 46, # 1, p. 236 - 240]