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ChemicalBook CAS DataBase List 1H-Isoindole-1,3(2H)-dione, 4-(2-aminoethoxy)-2-(2,6-dioxo-3-piperidinyl)-
390367-50-7

1H-Isoindole-1,3(2H)-dione, 4-(2-aminoethoxy)-2-(2,6-dioxo-3-piperidinyl)- synthesis

7synthesis methods
Carbamic acid, N-[2-[[2-(2,6-dioxo-3-piperidinyl)-2,3-dihydro-1,3-dioxo-1H-isoindol-4-yl]oxy]ethyl]-, 1,1-dimethylethyl ester

390367-45-0
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1H-Isoindole-1,3(2H)-dione, 4-(2-aminoethoxy)-2-(2,6-dioxo-3-piperidinyl)-

390367-50-7
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Yield:390367-50-7 86%

Reaction Conditions:

with trifluoroacetic acid at 50; for 3 h;

Steps:

25 4-(2-Aminoethoxy)-2-(2,6-dioxopiperidin-3-yl)isoindoline-1,3-dione

tert-Butyl (2-((2-(2,6-dioxopiperidin-3-yl)-1,3-dioxoisoindolin-4-yl)oxy)ethyl)carbamate (152 mg, 0.37 mmol) was dissolved in TFA (3.7 mL, 0.1 M) and heated to 50 °C for 3 hours. The mixture was cooled to room temperature, diluted with methanol and concentrated under reduced pressure. The material was purified by column chromatography (ISCO, 4 g silica column, 0-20% 1.75N H3 MeOH/DCM) to give the free base product (101 mg, 86%).LCMS 317 (M+H)+.

References:

WO2019/79701,2019,A1 Location in patent:Paragraph 0363; 0372; 0373; 0374