N-[3-Fluoro-4-[(methylamino)carbonyl]phenyl]-2-methylalanine Chemical Properties

Boiling point:

455℃

Density 

1.286

Flash point:

229℃

storage temp. 

Keep in dark place,Inert atmosphere,Room temperature

solubility 

DMSO (Slightly), Methanol (Slightly)

pka

3.59±0.10(Predicted)

form 

Solid

color 

White to Off-White

InChI

InChI=1S/C12H15FN2O3/c1-12(2,11(17)18)15-7-4-5-8(9(13)6-7)10(16)14-3/h4-6,15H,1-3H3,(H,14,16)(H,17,18)

InChIKey

IAAHEGARPMZSTJ-UHFFFAOYSA-N

SMILES

C(O)(=O)[C@](C)(C)NC1=CC=C(C(NC)=O)C(F)=C1

Safety Information

HS Code 

2921490090

N-[3-Fluoro-4-[(methylamino)carbonyl]phenyl]-2-methylalanine Usage And Synthesis

Appearance

N-[3-Fluoro-4-[(methylamino)carbonyl]phenyl]-2-methylalanine is a white to off-white solid.

Uses

N-[3-Fluoro-4-[(methylamino)carbonyl]phenyl]-2-methylalanine is an amino acid derivative and can be used as an intermediate in pharmaceutical synthesis.

Uses

2-((3-Fluoro-4-(methylcarbamoyl)phenyl)amino)-2-methylpropanoic acid is an alanine derivative[1].

Synthesis

The general procedure for the synthesis of 2-((3-fluoro-4-(methylcarbamoyl)phenyl)amino)-2-methylpropanoic acid from 4-bromo-2-fluoro-N-methylbenzamide and 2-aminoisobutyric acid was as follows: 4-bromo-2-fluoro-N-methylbenzamide (10 g, 43.1 mmol), 2-aminoisobutyric acid (6.7 g, 64.7 mmol), potassium carbonate ( 23.8 g, 172.4 mmol) and proline (0.7 g, 4.31 mmol) were added sequentially to a single-neck flask. Subsequently, water (1.8 ml, 100 mmol) was dissolved in DMF (60 ml) and this solution was added to the flask. Under nitrogen protection, CuCl (0.45 g, 4.31 mmol) was added to the reaction mixture, and then the reaction system was heated to 100 °C and the reaction was continuously stirred for 24 hours. After completion of the reaction, the reaction mixture was diluted with water and extracted with dichloromethane. After separation of the organic phase, the pH of the aqueous phase was adjusted to 4 with 1 mol/L citric acid solution, at which point a solid precipitated. The solid was collected by filtration and washed three times with a mixture of water and ethanol (100:1, v/v), resulting in 9.5 g of pure white solid product in 87% yield.

References

[1] Luckose F, et al. Effects of amino acid derivatives on physical, mental, and physiological activities. Crit Rev Food Sci Nutr. 2015;55(13):1793-1111. DOI:10.1080/10408398.2012.708368

N-[3-Fluoro-4-[(methylamino)carbonyl]phenyl]-2-methylalanine(1289942-66-0)Related Product Information

• N-Acetyl-L-cysteine
• N-CARBAMYL-L-GLUTAMIC ACID
• EnzalutaMide IMpurity
• methyl 2-fluoro-4-((1-methoxy-2-methyl-1-oxopropan-2-yl)amino)benzoate
• 4-Bromo-2-fluorobenzoic acid
• 4-[3-(4-Cyano-3-trifluoromethylphenyl)-5,5-dimethyl-4-oxo-2-thioxoimidazolidin-1-yl]-N-methylbenzamide
• 4-[3-[4-Cyano-3-(trifluoroMethyl)phenyl]-5,5-diMethyl-4-oxo-2-thioxo-1-iMidazolidinyl]-2-fluoro-N-(Methyl-d3)benzaMide
• Enzalutamide
• Methyl 4-bromo-2-fluorobenzoate
• 4-(2-CYANOPROPAN-2-YLAMINO)-2-FLUORO-N-METHYLBENZAMIDE
• Enzalutamide carboxylic acid
• N-desMethyl EnzalutaMide
• [2H6]-Enzalutamide
• Enzalutamide Impurity 7
• 4-isothiocyanato-2-(trifluoroMethyl)benzonitrile
• Enzalutamide Impurity 7
• 4-[1-(4-cyano-3-trifluoromethyl-phenylcarbamoyl)-1-methyl-ethylamino]-2-fluoro-N-
• 4-amino-2-fluoro-N-methylbenzamide