Alternatived Products of [ 55414-45-4 ]
Product Details of [ 55414-45-4 ]
CAS No. : | 55414-45-4 |
MDL No. : | MFCD24387490 |
Formula : |
C7H7BrFNO
|
Boiling Point : |
- |
Linear Structure Formula : | - |
InChI Key : | - |
M.W : |
220.04
|
Pubchem ID : | - |
Synonyms : |
|
Safety of [ 55414-45-4 ]
Signal Word: | |
Class: | |
Precautionary Statements: | |
UN#: | |
Hazard Statements: | |
Packing Group: | |
Application In Synthesis of [ 55414-45-4 ]
* 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 [ 55414-45-4 ]
- Downstream synthetic route of [ 55414-45-4 ]
- 1
-
[ 259269-84-6 ]
-
[ 55414-45-4 ]
Yield | Reaction Conditions | Operation in experiment |
97% |
With borane-THF; In tetrahydrofuran; at 0 - 20℃; for 16.0h; |
Borane/tetrahydrofuran solution(240 mL, 240 mmol) was added dropwise to a solution of compound 21-g (18.8g, 80 mmol) in tetrahydrofuran (160 mL) at 0C, and the reaction mixture was stirred at room temperature for 16 hours.Methanol (10 mL) was added to the reaction mixture to quench the reaction, and then the reaction mixture was concentratedunder reduced pressure to remove the organic solvent. The residue was washed with ethyl acetate (200 mL) andthe solution was washed successively with water (50 mL 3 3) and brine (50 mL), dried over anhydrous sodium sulfate,filtered and the filtrate was concentrated under reduced pressure to deliver a white solid 21- f (17.2 g, yield: 97%). LCMS(ESI): m/z = 220 [M+H]+. |
90% |
|
Step 2. (2-Amino-3-bromo-5-fluorophenyl)metanolTo a 0.5M suspension of <strong>[259269-84-6]2-amino-3-bromo-5-fluorobenzoic acid</strong> in THF in an ice bath was slowly added borane (LOM /THF, 3eq). The reaction mixture was stirred at ambient temperature for 24 h. The mixture was recooled to 00C and quenched with methanol and concentrated to remove solvent. The residue was taken into ethyl acetate and organic phase was washed with water, saturated sodium bicarbonate, brine, dried over sodium sulfate and concentrated to give yellow solid in 90% yield. ES/MS m/z 220/222 (MH+). |
17.2 g |
With borane-THF; In tetrahydrofuran; at 0 - 20℃; for 16.0h; |
Borane tetrahydrofuran solution (240 mL, 240 mmol) was added dropwise to a solution of compound 21-g (18.8 g, 80 mmol) in tetrahydrofuran (160 mL) at 0 C. and the reaction solution was stirred at room temperature for 16 hours. Methanol (10 mL) was added to quench the reaction, and the reaction solution was concentrated under reduced pressure to remove the organic solvent. The residue was dissolved in ethyl acetate (200 mL). The solution was washed with water (50 mL×3) and brine (50 mL) successively, dried over anhydrous sodium sulfate and filtered. The filtrate was concentrated under reduced pressure to give 46-f as a white solid (17.2 g, yield 97%). LC-MS (ESI): m/z=220[M+H]+. |
- 2
-
[ 55414-45-4 ]
-
[ 953039-63-9 ]