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201162-52-9

tert-butyl 8-benzyl-3,8-diaza-bicyclo[3.2.1]octane-3-carboxylate synthesis

4synthesis methods
-

Yield:201162-52-9 98.3 %

Reaction Conditions:

with potassium carbonate in N,N-dimethyl-formamide at 0 - 20;Inert atmosphere;

Steps:

Step 1 : tert- Butyl 8-benzyl-3,8-diazabicyclo[3.2.1]octane-3-carboxylate

Under nitrogen, to a solution of tert- butyl 3,8-diazabicyclo[3.2.1]octane-3- carboxylate (5.00 g, 23.5 mmol) in N,N-dimethylformamide (50 mL) were added K2CO3 (6.51 g, 47.1 mmol) and (bromomethyl)benzene (6.01 g, 35.1 mmol) at 0°C. Stirred for 1 h at room temperature. The reaction mixture was poured into ice water, and extracted with EtOAc. The combined organic layers were dried over anhydrous Na2S04 and concentrated under vacuum. The residue was purified by flash chromatography on silica gel (gradient: 0-30% EtOAc/ petroleum ether) to yield 7 g (98.3% yield) the title compound as a white solid. LC- MS: (ESI, m/z): [M+H]+ = 303.

References:

WO2022/173678,2022,A1 Location in patent:Paragraph 0563-0565