Alternatived Products of [ 918523-44-1 ]
Product Details of [ 918523-44-1 ]
CAS No. : | 918523-44-1 |
MDL No. : | MFCD18157654 |
Formula : |
C14H11F2NO2
|
Boiling Point : |
- |
Linear Structure Formula : | - |
InChI Key : | - |
M.W : |
263.24
|
Pubchem ID : | - |
Synonyms : |
|
Safety of [ 918523-44-1 ]
Signal Word: | |
Class: | N/A |
Precautionary Statements: | |
UN#: | N/A |
Hazard Statements: | |
Packing Group: | N/A |
Application In Synthesis of [ 918523-44-1 ]
* 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.
- Upstream synthesis route of [ 918523-44-1 ]
- Downstream synthetic route of [ 918523-44-1 ]
- 1
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[ 918523-44-1 ]
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[ 10147-36-1 ]
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[ 918523-45-2 ]
Yield | Reaction Conditions | Operation in experiment |
83.1% |
With pyridine; In dichloromethane; at 20℃; |
I o 3-amino-2,6-difluoro-ben/oic acid benzyl ester (3, 6.00 g, 22.8 mmol) in 150 mL of dichloromethanc, pyridine (2.76 mL, 34,2 mmol) and propane- 1-sulfonyl chloride (4, 3.80 mL, 33.8 mmol) were added. The reaction was stirred at room temperature overnight, then poured into water, and extiacted with ethyl acetate. The oiganic layer was washed with brine, dried over anhydrous sodium sulfate, filtered and the filtrate concentrated under vacuum. The desired compound was isolated with silica gel column chromatography to give colorless oil (5, 7.0 g, 83.1 %). MS(ESI) [M+H*]+ = 370.1. |
83.1% |
With pyridine; In dichloromethane; at 20℃; |
To <strong>[918523-44-1]3-amino-2,6-difluoro-benzoic acid benzyl ester</strong> (43, 6.00 g, 22.8 mmol) in methylene chloride (150 mL) was added pyridine (2.76 mL, 34.2 mmol) and propane-1-sulfonyl chloride (3.80 mL, 33.8 mmol). The reaction was stirred at room temperature overnight. Then the reaction was poured into water, and extracted with ethyl acetate. The organic layer was washed with brine, dried over anhydrous sodium sulfate, filtrated and concentrated. The desired compound was isolated with silica gel column chromatography to give a colorless oil (44, 7.0 g, 83.1%). MS(ESI) [MH-H+J+ = 370.1. |
83.1% |
With pyridine; In dichloromethane; at 20℃; |
To 3-ammo-2,6-difluoro-benzoic acid benzyl ester (50, 6 00 g, 22 8 mmol) in methylene chloride (150 mL) was added pyridine (2 76 mL, 34 2 mmol) and propane-1-sulfonyl chloride (51, 3 80 mL, 33 8 mmol) The reaction was stirred at room temperature overnight Then the reaction was poured into water, and extracted with ethyl acetate The organic layer was washed with brine, dried over anhydrous sodium sulfate, filtrated and concentrated The desired compound was isolated with silica gel column chromatography to give a colorless oil (52, 7 0 g, 83 1 %) MS(ESI) [M+H+]+ = 370 1 |
- 2
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[ 13528-93-3 ]
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[ 367-25-9 ]
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[ 501-53-1 ]
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[ 918523-44-1 ]
Yield | Reaction Conditions | Operation in experiment |
79.7% |
|
TD 2,4-difluoru-phenylami?e (1, 5 11 niL, 50.7 rnmol) in 250 mL of tetrahydrofuran, cooled with dry ice/acetone bath under an atmosphere of nitrogen, n-butyllithium (1.60 M in hexane, 34.0 mL, 54.4 mmol) was added slowly. After 30 minutes, l,2-bis-(chloro-dimethyl-silanyl)-efhane (1 1.5 g, 53.4 mmol) dissolved in 40.0 mL of tetrahydrofuran was added slowly. After 1 hour, n-butyllifhium ( 1.60 M in hexane, 31.9 mL, 51.1 mmol) was added slowly. The reaction was stirred at -78 0C for 30 minutes and then allowed to warm to room temperature over 40 minutes. The reaction was cooled to -78 C and n- butylhthium (1.60 M in hexane, 35 1 mL, 56.1 mmol) was added slowly. After 70 minutes, benzyl chloroformate (2, 7.97 mL, 55.8 mmol) was added to the reaction, l he reaction mixture was stirred at -78 "C overnight follow ed by addition of 120 mL of 2 N aqueous hydrochloric acid. The reaction was allowed to warm to room tempeiature for 2 hours The organic layer was separated The aqueous layer was basified with potassium carbonate and extracted with ethyl acetate. The organic layers were combined and washed with brine, dried over anhydrous sodium sulfate, filtered and the filtrate concentrated under vacuum, l he desired compound was isolated by silica gel column chromatography (ethyl acetate tiexane 20%) to give a colorless oil (3, 10.6 g, 79.7%), MS(ESI) [M+Hf] f = 264.1. |
- 3
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[ 367-25-9 ]
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[ 501-53-1 ]
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[ 918523-44-1 ]
Yield | Reaction Conditions | Operation in experiment |
79.7% |
|
To 2,4-difluoro-phenylamine (42, 5.11 mL, 50.7 mmol) in tetrahydrofuran (250 mL), cooled with dry ice/acetone bath under an atmosphere of nitrogen, was added n-butyllithium (1.60 M in hexane, 34.0 mL, 54.4 mmol) slowly. After 30 minutes, l,2-Bis-(chloro-dimethyl-silanyl)-ethane (11.5 g, 53.4 mmol) dissolved in tetrahydrofuran (40.0 mL) was added to the reaction slowly. After 1 hour, n-butyllithium (1.60 M in hexane, 31.9 mL, 51.0 mmol) was added slowly to the reaction. The reaction was stirred at -78 0C for 30 minutes and then allowed to warm to room temperature over 40 minutes. The reaction was cooled to -78 0C, followed by addition of n-butyllithium (1.60 M in hexane, 35.1 mL, 56.2 mmol) slowly. After 70 minutes, benzyl chloroformate (7.97 mL, 55.8 mmol) was added to the reaction. The reaction mixture was stirred at -78 C overnight followed by addition of 2 N HCl (120 mL). The reaction was allowed to warm to room temperature for 2 hours. The EPO <DP n="76"/>organic layer was separated. The aqueous layer was basified with potassium carbonate and extracted with ethyl acetate. The organic layers were combined and washed with brine, dried over anhydrous sodium sulfate, filtrated and concentrated. The desired compound was isolated by silica gel column chromatography (ethyl acetate/hexane 20%) to give a colorless oil (43, 10.6 g, 79.7%). MS(ESI) [M+irT = 264.1. |
79.7% |
|
To 2,4-difluoro-phenylammc (1, 5 11 mL, 50 7 mmol) in tetrahydrofuran (250 mL), cooled with dry ice/acetone bath under an atmosphere of nitrogen, was added n-butyllithium (1 60 M m hexane, 34 0 mL, 54 4 mmol) slowly After 30 minutes, l ,2-Bis-(chloro-dimethyl-silanyl)-ethane (1 1 5 g, 53 4 mmol) dissolved in tetrahydrofuran (40 0 mL) was added to the reaction slowly After 1 hour, n-butyllithium (1 60 M in hexane, 31 9 mL, 51 0 mmol) was added slowly to the reaction The reaction was stirred at -78 0C for 30 minutes and then allowed to warm to room temperature over 40 minutes The reaction was cooled to -78 0C, followed by addition of n-butylhthmm (1 60 M in hexane, 35 1 mL, 56 2 mmol) slowly After 70 minutes, benzyl chloroformate (7 97 mL, 55 8 mmol) was added to the reaction The reaction mixture was stirred at -78 0C overnight followed by addition of 2 N HCl (120 mT ) The reaction was allowed to warm to room temperature for 2 hours The organic layer was separated The aqueous layer was basified with potassium carbonate and extracted with ethyl acetate The organic layers were combined and washed with brine, dned over anhydrous sodium sulfate, filtrated and concentrated The desired compound was isolated by silica gel column chromatography (ethyl acetate/hexane 20%) to give a colorless oil (50, 10 6 g, 79 7%) MS(ESI) [M+H+]+ = 264 1 |
- 4
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[ 918523-44-1 ]
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[ 918504-27-5 ]
- 5
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[ 918523-44-1 ]
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[ 1186194-32-0 ]
- 6
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[ 918523-44-1 ]
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[ 1103234-56-5 ]
- 7
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[ 918523-44-1 ]
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[ 1254565-63-3 ]