Alternatived Products of [ 955885-64-0 ]
Product Details of [ 955885-64-0 ]
CAS No. : | 955885-64-0 |
MDL No. : | MFCD11616886 |
Formula : |
C7H5F2NO2
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Boiling Point : |
- |
Linear Structure Formula : | - |
InChI Key : | - |
M.W : |
173.12
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Pubchem ID : | - |
Synonyms : |
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Safety of [ 955885-64-0 ]
Application In Synthesis of [ 955885-64-0 ]
* 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 [ 955885-64-0 ]
- 1
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[ 67-56-1 ]
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[ 745784-04-7 ]
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[ 955885-64-0 ]
Yield | Reaction Conditions | Operation in experiment |
72% |
With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In dichloromethane; at 0 - 20℃; |
Add together <strong>[745784-04-7]3,5-difluoropyridine-2-carboxylic acid</strong> (1.4 g, 8.8 mmol) and DCM(30 mL) and cool to 0 C. Add MeOH (3 mL), DMAP, (1.32 g, 10.6 mmol) and EDCI(2.1 g, 10.6 mmol). Allow mixture to warm to room temperature and stir overnight.Concentrate the reaction mixture under reduced pressure and purify the residue bychromatography on silica gel (elution with 10/1 petroleum ether/EtOAc) to give the titlecompound (1.03 g, 72%). LC-ES/MS m/z 174 (M+H). |
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Production Example 23 To 10 mL of methanol was added dropwise 2.5 mL of thionylchloride under cooling in an ice bath over 30 minutes. To the reaction mixture was added 500 mg of <strong>[745784-04-7]3,5-difluoropyridine-2-carboxylic acid</strong>, and warmed to room temperature, followed by stirring for 3 days. The reaction mixture was concentrated under reduced pressure, and a saturated aqueous sodium hydrogen carbonate solution was added thereto, followed by extraction with ethyl acetate. The organic layer was washed with saturated brine, and then dried over anhydrous sodium sulfate. After filtration, it was concentrated under reduced pressure to obtain 496 mg of methyl 3,5-difluoropyridine-2-carboxylate. |
- 2
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[ 955885-64-0 ]
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[ 1065267-14-2 ]
Yield | Reaction Conditions | Operation in experiment |
60% |
With lithium borohydride; In tetrahydrofuran; at 20℃; for 48h; |
Add together methyl 3,5-difluoropyridine-2-carboxylate (1.0 g, 4.6 mmol), THF (10 mL) and 2 M lithium borohydride in THF (15 mL, 23 mmoL). Stir the mixture at room temperature for 2 days. Concentrate under reduced pressure and purify the residue by silica gel chromatography eluting with DCM to give the title compound (0.448 g,60%). |
- 3
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[ 745784-04-7 ]
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[ 18107-18-1 ]
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[ 955885-64-0 ]
Yield | Reaction Conditions | Operation in experiment |
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In methanol; hexane; toluene; at 25℃; for 0.5h; |
Step 1: (0558) To <strong>[745784-04-7]3,5-difluoropyridine-2-carboxylic acid</strong> (2 g, 12.6 mmol) stirring in 20 mL 4:1 toluene:MeOH at room temperature was slowly added dropwise trimethylsilyldiazomethane (2.0 Min hexanes, 15.1 mmol, 7.5 mL). The reaction was allowed to stir for 30 minutes, and then was concentrated to dryness in vacuo and used without further purification. |
- 4
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[ 955885-64-0 ]
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[ 1392211-51-6 ]
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[ 2769034-11-7 ]
Yield | Reaction Conditions | Operation in experiment |
54% |
With anhydrous sodium carbonate In N,N-dimethyl-formamide at 100℃; for 12h; |
7.2 Step 2 Preparation of Intermediate 24-2: 3-Fluoro-5-(2-oxo-7-azaspiro[3.5]nonan-7-yl)pyridine-2-carboxylic acidMethyl ester (24-2):
Methyl 3,5-difluoropyridine-2-carboxylate (2.38g, 13.75mmol, 1.00eq) and intermediate 24-1 (2.42g, 13.75mmol) were dissolved in DMF and sodium carbonate (7.30g, 68.74g) was added mmol), the temperature was raised to 100 °C and reacted for 12 h. TLC monitoring, after the reaction was completed, EA and water were added for extraction, the organic phase was separated, dried and filtered, and concentrated under reduced pressure. The obtained crude product was purified by silica gel column chromatography to obtain Intermediate 24-2 (2.20 g), yield 54%, |