(S)-tert-butyl 4-(3-chloro-2-(phenylcarbamoyl)phenyl)-3-oxobutan-2-ylcarbamate synthesis

8synthesis methods

Product Name:(S)-tert-butyl 4-(3-chloro-2-(phenylcarbamoyl)phenyl)-3-oxobutan-2-ylcarbamate
CAS Number:1386861-47-7
Molecular formula:C22H25ClN2O4
Molecular Weight:416.9

Carbamic acid, N-[(1S)-1-(8-chloro-1-oxo-1H-2-benzopyran-3-yl)ethyl]-, 1,1-dimethylethyl ester

1420625-96-2
1 suppliers
inquiry

62-53-3 Synthesis

62-53-3
635 suppliers
$10.00/1g

(S)-tert-butyl 4-(3-chloro-2-(phenylcarbamoyl)phenyl)-3-oxobutan-2-ylcarbamate

1386861-47-7
1 suppliers
inquiry

Yield:-

Reaction Conditions:

Stage #1: anilinewith trimethylaluminum in dichloromethane; for 0.25 h;
Stage #2: (S)-tert-butyl 1-(8-chloro-1-oxo-1H-isochromen-3-yl)ethylcarbamate in dichloromethane at 20; for 3 h;

Steps:

44 Example 44

To a mixture of R₂-NH₂ (197 mg, 1.54 mmol) in 2 mL of DCM is added AlMe₃ (0.772 ml, 1.54 mmol). The mixture is stirred for about 15 min. Then, a solution of lactone (L-4) (100 mg, 0.309 mmol) in 2 mL of DCM is added, and the reaction is stirred at RT for about 3 hours. The reaction mixture is then quenched with addition of 10 mL of Rochelle's salt and stirring for about 2 hours. The mixture is diluted with DCM, washed with brine, dried with Na₂S0₄ and concentrated in vacuo to afford the amide (L-5) which is carried directly to the next reaction.[00793] The following isoquinolinone compounds (L-6) were made in analogous fashion to Method L using the following R₂-NH₂ reagents.

References:

WO2013/12915,2013,A1 Location in patent:Paragraph 00734; 00793

28875-17-4 Synthesis