Simple exploration of 54202-05-0

The synthetic route of 54202-05-0 has been constantly updated, and we look forward to future research findings.

54202-05-0, name is Methyl 4-cyanobicyclo[2.2.2]octane-1-carboxylate, belongs to nitriles-buliding-blocks compound, is considered to be a conventional heterocyclic compound, which is widely used in drug synthesis. The chemical synthesis route is as follows. HPLC of Formula: C11H15NO2

Methyl 4-cyanobicyclo[2.2.2]octane-l-carboxylate (0.83 g, 4.3 mmol) was taken up in methanol (86 mL), H2O (35 mL) and 1 N HCl (8.6 mL) along with PtO2 H2O (430 mg). The resulting reaction was stirred at room temperature under 35 psi of H2 for 5 h. TLC indicated that the reaction was complete (elution: petroleum ethcr/EtOAc=3:l , I2 visualization). The reaction mixture was concentrated under reduced pressure. Saturated aqueous Na2CO3 solution (20 mL) was then added, and the resulting mixture was extracted with CH2Cl2 (50 mLx2). The combined organic layers were dried (Na2SO4) and concentrated under reduced pressure to afford methyl 4-(aminomethyl)bicyclo[2.2.2]octane- 1-carboxylate as an oil (0.76 g, yield: 89%). 1HNMR (400MHz, CD3OD) delta: 1.56 (6H, m), 1.85 (6H, m), 2.732 (2H, s), 3.654 (3H, s).

The synthetic route of 54202-05-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; SIRTRIS PHARMACEUTICALS, INC.; WO2008/100423; (2008); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts