Alternatived Products of [ 75955-30-5 ]
Product Details of [ 75955-30-5 ]
CAS No. : | 75955-30-5 |
MDL No. : | MFCD18389710 |
Formula : |
C8H10N2O2
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Boiling Point : |
- |
Linear Structure Formula : | - |
InChI Key : | - |
M.W : |
166.18
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Pubchem ID : | - |
Synonyms : |
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Application In Synthesis of [ 75955-30-5 ]
* 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.
- Upstream synthesis route of [ 75955-30-5 ]
- Downstream synthetic route of [ 75955-30-5 ]
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[ 24686-78-0 ]
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[ 75955-30-5 ]
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[ 609811-57-6 ]
Yield | Reaction Conditions | Operation in experiment |
30% |
|
Example 95 Synthesis of 4-[(1-benzoylpiperidin-4-yl)amino]-2-methoxybenzamide To a solution of the 4-amino-2-methoxybenzamide obtained in Example 74 (b) or Example 86 (a) (150 mg, 0.902 mmol) in methanol (7.5 ml) were added 1-benzoyl-4-piperidone (183 mg, 0.902 mmol) and acetic acid (0.052 ml, 0.90 mmol), and the resulting mixture was stirred at room temperature for 30 minutes. Then, acetic acid (0.103 ml, 1.80 mmol) and sodium cyanoborohydride (130 mg, 2.06 mmol) were added thereto, followed by stirring at room temperature for 31 hours. During this stirring, 1-benzoyl-4-piperidone (183 mg, 0.902 mmol), sodium cyanoborohydride (208 mg, 3.30 mmol) and acetic acid (0.154 ml, 2.70 mmol) were further added thereto. The reaction mixture was poured into a 1N-aqueous sodium hydroxide solution and extracted with ethyl acetate. The organic layer was dried over anhydrous magnesium sulfate and filtered. The filtrate was concentrated under reduced pressure and the resulting residue was purified by a silica gel column chromatography (eluent: ethyl acetate/methanol = 100/1 to 50/1) to obtain 4-[(1-benzoylpiperidin-4-yl)amino]-2-methoxybenzamide (97 mg, 30percent). IR (neat): 3455, 3309, 2939, 1604, 1573, 14 23, 1338, 1211cm-1. |
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[ 101084-96-2 ]
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[ 75955-30-5 ]
Yield | Reaction Conditions | Operation in experiment |
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Stage #1: 2-methoxy-4-nitrobenzonitrile With hydrido(dimethylphosphinous acid-kP)[hydrogen bis(dimethylphosphinito-kP)]platinum; palladium In ethanol; water at 120℃; Sealed tube;
Stage #2: With palladium 10% on activated carbon; hydrogen In tetrahydrofuran; methanol for 72h; |
21 Preparation of 4-amino-2-methoxybenzamide:
2-methoxy-4-nitrobenzonitrile (1.0 g, 5.6 mmol) was taken up as a suspension in ethanol/water (3:1, 15 mL). Hydrido(dimethylphosphinous acid-kP)[hydrogen bis(dimethylphosphinito-kP)]platinum(II) (Strem Chemicals, Inc., 24 mg, 56 μmol) was added. The mixture was stirred overnight in a sealed vessel at 120° C. After cooling to room temperature, the suspension was concentrated to dryness under reduced pressure to provide the desired carboxamide, which was carried forward without further purification. The concentrated residue was diluted with methanol and 2-methyltetrahydrofuran. The suspension was warmed with a heat gun and was then allowed to cool to room temperature. The mixture was degassed and then treated with 10% palladium on carbon (catalytic). The mixture was shaken under 50 psi hydrogen for 3 days. The catalyst was removed by filtration through a pad of Celite diatomaceous earth. The filtrate was concentrated under reduced pressure to provide 4-amino-2-methoxybenzamide. LCMS-ESI+ (m/z): [M+H]+ calcd for C8H11N2O2: 167.1. found: 167.0. Preparation of 4-((4-chloro-1,3,5-triazin-2-yl)amino)-2-methoxybenzamide: |
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[ 75955-30-5 ]
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[ 417721-36-9 ]