Alternatived Products of [ 25503-91-7 ]
Product Details of [ 25503-91-7 ]
CAS No. : | 25503-91-7 |
MDL No. : | MFCD00221055 |
Formula : |
C8H12N2O
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Boiling Point : |
- |
Linear Structure Formula : | - |
InChI Key : | - |
M.W : |
152.19
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Pubchem ID : | - |
Synonyms : |
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Safety of [ 25503-91-7 ]
Signal Word: | Warning |
Class: | N/A |
Precautionary Statements: | P280 |
UN#: | N/A |
Hazard Statements: | H302-H312-H332 |
Packing Group: | N/A |
GHS Pictogram: |
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Application In Synthesis of [ 25503-91-7 ]
* 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 [ 25503-91-7 ]
Yield | Reaction Conditions | Operation in experiment |
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1-Acetylisonipecotamide, P2O5 (Δ); |
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- 2
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[ 36282-40-3 ]
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[ 25503-91-7 ]
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4-(3-methoxybenzoyl)piperidine
[ No CAS ]
Yield | Reaction Conditions | Operation in experiment |
4% |
Stage #1: (3-methoxyphenyl)magnesium bromide; N-acetyl-4-piperidinecarbonitrile In tetrahydrofuran In the dark;
Stage #2: With ammonium chloride In tetrahydrofuran at 40℃; for 1h;
Stage #3: With hydrogenchloride In 1,4-dioxane; water at 100℃; |
3 Method 3; [4- (3-METHOXYBENZOYL) PIPERIDINE]
To a stirred 1M solution of 3-methoxyphenyl magnesium bromide in THF [(12ML,] 0. [012MOLS)] was added a solution of 1-acetylpiperidine-4-carbonitrile (lg, 6. [57MOLS)] in THF [(4ML).] The reaction was then left to stir overnight in the dark. The reaction was quenched with sat NH4Cl and then warmed to [40°C] and stirred at this temperature for 1 hour. The volatile organics were removed under reduced pressure and the resulting aqueous layer was extracted with ether (2 x [20ML).] The organic layers were combined, washed with brine then evaporated to yield an oil. This oil was dissolved in dioxane (7ml) and treated with 5M HCI [(7ML).] The reaction was heated to [100'AND STIRRED] at this temperature overnight. The reaction was the cooled to room temperature and evaporated under reduced pressure. The resulting crude material was dissolved in DCM and washed with 2M [NAOH,] water and brine. The solvent was evaporated under reduced pressure to yield a yellow oil. This oil was dissolved in a small amount of MeOH and loaded onto an SCX-2 column. The column was eluted with MeOH until no further impurities eluted off. The desired product was then eluted with 1% NH3/MeOH to yield an oil (52mg, 4%). m/z 220. |
- 3
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[ 402-51-7 ]
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[ 25503-91-7 ]
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[ 149452-44-8 ]
Yield | Reaction Conditions | Operation in experiment |
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36 4-(4-Trifluoromethylbenzoyl)piperidine
PREPARATION 36 4-(4-Trifluoromethylbenzoyl)piperidine The title compound is prepared from 1-acetyl-4-cyanopiperidine and 4-trifluoromethylphenylmagnesium bromide according to the procedure given for 4-(3-trifluoromethylbenzoyl)piperidine in J. Med. Chem. 13, 1-6 (1970). |
- 4
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[ 33295-37-3 ]
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ammonium chloride
[ No CAS ]
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[ 25503-91-7 ]
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[ 76064-47-6 ]
Yield | Reaction Conditions | Operation in experiment |
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With magnesium In tetrahydrofuran; diethyl ether; ethanol |
16 8-Methyl-1-naphthyl 4-piperidyl ketone hydrochloride
EXAMPLE 16 8-Methyl-1-naphthyl 4-piperidyl ketone hydrochloride A solution of 10.0 g (45 mmoles) of 1-bromo-8-methylnaphthalene in 5 ml of ethyl ether is added gradually to a stirred mixture of 1.2 g (50 mmoles) of magnesium in 30 ml of anhydrous ether. The mixture is stirred at reflux for 1 hour and a solution of 6.0 g (43 mmoles) of 1-acetyl-4-piperidinecarbonitrile in 10 ml of tetrahydrofuran slowly added. The mixture is allowed to stir for 16 hours, an excess of saturated aqueous ammonium chloride solution added and the mixture heated on a steam bath for 3 hours. After cooling, the mixtures is extracted with toluene and the organic phase dried over MgSO4, filtered and concentrated in vacuo. The residue is dissolved in 20 ml of ethanol and made basic with sodium hydroxide and the solution extracted into toluene. Dry hydrogen chloride is bubbled through the organic phase to yield 8-methyl-1-naphthyl 4-piperidyl ketone hydrochloride. |
- 5
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[ 401-78-5 ]
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[ 25503-91-7 ]
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[ 61714-97-4 ]
Yield | Reaction Conditions | Operation in experiment |
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With ammonium chloride; magnesium In tetrahydrofuran; ethanol |
I EXAMPLE I
A solution of 102.5 g of 3-bromobenzotrifluoride in 25 ml of ether is added dropwise to a stirring mixture of 11.5 g of magnesium turnings in 300 ml of anhydrous ether to maintain a moderate reflux. After total addition the resulting dark mixture is stirred for 1 hour at ambient temperature. A solution of 60.0 g of 1-acetyl-4-cyanopiperidine in 100 ml of tetrahydrofuran is slowly added to this mixture and the mixture is stirred for 16 hours. An excess of an aqueous solution of ammonium chloride is added and the mixture is heated on a steam bath for 3 hours. The mixture is allowed to cool, extracted with benzene and the combined extracts are dried. The solvent is removed and the residue is dissolved in ethanol and basified with sodium hydroxide. The alkaline solution is refluxed for 3 hours, cooled and extracted with benzene. The combined benzene extracts are dried and the benzene is removed, leaving the oil, 4-(3 -trifluoromethylbenzoyl)piperidine, which is converted to the hydrochloride, mp 196°-198° C. |
- 6
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4-((tert-butyldiphenylsilyl)oxy)-2-methyl-N-(1-((trifluoromethyl)sulfonyl)-1H-pyrazol-3-yl)benzamide
[ No CAS ]
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[ 25503-91-7 ]
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C35H39N5O2Si
[ No CAS ]
Yield | Reaction Conditions | Operation in experiment |
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Stage #1: 4-((tert-butyldiphenylsilyl)oxy)-2-methyl-N-(1-((trifluoromethyl)sulfonyl)-1H-pyrazol-3-yl)benzamide With 2-chloropyridine In 1,2-dichloro-ethane at -10℃; for 0.166667h;
Stage #2: N-acetyl-4-piperidinecarbonitrile With 2-chloropyridine; trifluoromethylsulfonic anhydride In 1,2-dichloro-ethane at 0 - 55℃; for 0.833333h; |
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- 7
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[ 25503-90-6 ]
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[ 75-05-8 ]
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[ 25503-91-7 ]
Yield | Reaction Conditions | Operation in experiment |
63% |
In 1-methyl-pyrrolidin-2-one at 350℃; for 0.0666667h; Supercritical conditions; Flow reactor; High pressure; |
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- 8
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[ 25503-91-7 ]
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(E)-1-acetyl-N'-hydroxypiperidine-4-carboximidamide
[ No CAS ]
Yield | Reaction Conditions | Operation in experiment |
93% |
With hydroxylamine In ethanol; lithium hydroxide monohydrate at 90℃; for 12h; Inert atmosphere; |
20 Example 20 Synthesis of Compound I-20
Compound 1 (1 g, 1 equiv) was dissolved in absolute ethanol (10 mL), 50% hydroxylamine aqueous solution (4.34 g, 10 equiv) was added to the reaction system under nitrogen protection, and stirred at 90° C. for 12 hours.The organic solvent was removed by rotary evaporation at low temperature to obtain a white solid (800 mg, 93%). |
620 mg |
With hydroxyamino hydrochloride; triethylamine In dimethyl sulfoxide at 90℃; for 10h; |
E2.15 Example E2.15: (E)-1 -acetyl-N'-hydroxypiperidine-4-carboximidamide
To a solution of 1-acetylpiperidine-4-carbonitrile (955mg) in DMSO (5mL) were added hydroxylamine hydrochloride (621 mg) and Et3N (1.66mL), the resulting mixture was stirred 10h at 90°C and filtrated. Filtrate was lyophilisated, resulting oil was stripped in MeCN, resulting precipitate was filtered and washed with MeCN. The title compound was obtained as 620mg of an off-white solid. LC-MS (A): tR = 0.24min; [M+H]+: 186.28. |
- 9
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[ 25503-91-7 ]
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C31H34N8O4
[ No CAS ]
Yield | Reaction Conditions | Operation in experiment |
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Multi-step reaction with 2 steps
1.1: hydroxylamine / ethanol; lithium hydroxide monohydrate / 12 h / 90 °C / Inert atmosphere
2.1: ethanol / 0.5 h / 20 °C / Molecular sieve; Inert atmosphere
2.2: 12 h / 90 °C / Molecular sieve; Inert atmosphere |
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