N-(8-Amino-6-fluoro-5-methyl-1-oxo-1,2,3,4-tetrahydronaphthalen-2-yl)acetamide Chemical Properties

Boiling point:

550.1±50.0 °C(Predicted)

Density 

1.27±0.1 g/cm3(Predicted)

storage temp. 

Keep in dark place,Sealed in dry,2-8°C

pka

14.41±0.20(Predicted)

form 

Solid

color 

Off-white to gray

InChI

InChI=1S/C13H15FN2O2/c1-6-8-3-4-11(16-7(2)17)13(18)12(8)10(15)5-9(6)14/h5,11H,3-4,15H2,1-2H3,(H,16,17)

InChIKey

SEFPQWAVZCZXTK-UHFFFAOYSA-N

SMILES

C(NC1CCC2=C(C1=O)C(N)=CC(F)=C2C)(=O)C

N-(8-Amino-6-fluoro-5-methyl-1-oxo-1,2,3,4-tetrahydronaphthalen-2-yl)acetamide Usage And Synthesis

Description

N-(8-Amino-6-fluoro-5-methyl-1-oxo-1,2,3,4-tetrahydronaphthalen-2-yl)acetamide is an intermediate of Exatecan. Exatecan is used as a component of antibody-drug conjugates for cancer research.

Uses

N-(8-Amino-6-fluoro-5-methyl-1-oxo-1,2,3,4-tetrahydronaphthalen-2-yl)acetamide is an important pharmaceutical raw material that is a by-product of the ezetimibe preparation process.

Synthesis

N-(8-Amino-6-fluoro-5-methyl-1-oxo-1,2,3,4-tetrahydronaphthalen-2-yl)acetamide is synthesised from N,N'-(3-fluoro-4-methyl-8-oxo-5,6,7,8-tetrahydronaphthalene-1,7-diyl)diethanamide by reaction in the presence of inert gas. The steps are as follows:
Add compound (15.5 g) to a solution of 2N hydrochloric acid (620 mL) and methanol (620 mL), protect with argon, and react at 60°C for 0.5 hours. The temperature is reduced to 010°C, and sodium carbonate (65.7 g ) In water (1314 mL) solution to pH=34, and then neutralized to pH=67 with saturated sodium bicarbonate solution, filtered, washed with 100 mL water, and dried to obtain N-(8-Amino-6-fluoro-5-methyl-1-oxo-1,2,3,4-tetrahydronaphthalen-2-yl)acetamide as a solid powder (12.4 g , 93%).

N-(8-Amino-6-fluoro-5-methyl-1-oxo-1,2,3,4-tetrahydronaphthalen-2-yl)acetamide(182182-31-6)Related Product Information

• Exatecan mesilate
• (S)-4-Ethyl-4-hydroxy-7,8-dihydro-1h-pyrano[3,4-f]indolizine-3,6,10(4h)-trione