(R)-(2,3-DIHYDRO-BENZO[1,4]DIOXIN-2-YL)-PIPERAZIN-1-YL-METHANONE synthesis

9synthesis methods

Product Name:(R)-(2,3-DIHYDRO-BENZO[1,4]DIOXIN-2-YL)-PIPERAZIN-1-YL-METHANONE
CAS Number:860173-98-4
Molecular formula:C13H16N2O3
Molecular Weight:248.28

1-Piperazinecarboxylic acid, 4-[[(2R)-2,3-dihydro-1,4-benzodioxin-2-yl]carbonyl]-, 1,1-dimethylethyl ester

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(R)-(2,3-DIHYDRO-BENZO[1,4]DIOXIN-2-YL)-PIPERAZIN-1-YL-METHANONE

860173-98-4
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Yield:860173-98-4 96%

Reaction Conditions:

with trifluoroacetic acid in dichloromethane at 0 - 20; for 1.41667 h;

Steps:

3.5 Synthesis of compound e '

The compound d 'In the eggplant-shaped bottle,Add dichloromethane dissolved,Trifluoroacetic acid (8.0 equiv) was slowly added dropwise at 0 ° C,After completion of the dropwise addition, the mixture was stirred at a low temperature for about 15 min,The reaction was allowed to proceed to room temperature for 2 hours.After the reaction is completed, the pH of the aqueous solution of sodium hydrogencarbonate is adjusted to be alkaline,And the aqueous phase was extracted with dichloromethane and the organic phase was combined,The organic phase was washed with water and dried to give a white solid,I.e. compounds e & 'Yield 96%Optical purity of 94% ee (Chiralpak AD-H, 20% isopropanol / hexane (0.1% triethylamine), 1.0 ml / min, tR (minor) = 23.4 min, tR (major) = 13.2 min).

References:

CN105985328,2016,A Location in patent:Paragraph 0088; 0097; 0098