Morpholine → Indolizine-1,3-dicarboxylic acid 1-benzyl ester

Participants

Reaction Steps

To a solution of indolizine-1,3-dicarboxylic acid 3-allyl ester 1-benzyl ester (300 mg, 0.895 mmol) in THF (6 mL) were added Pd(PPh3)4 (34.5 mg, 0.09 mmol) and morpholine (260 mg, 8.95 mmol). The reaction mixture was stirred at RT under nitrogen atmosphere for 30 min. The reaction mixture was diluted in EtOAC, extracted twice with HCl 1N and the combined organic extracts were washed with brine, dried over Na2SO4, filtered and concentrated to give the desired compound which was used without further purification in the next step TLC, Rf (CH2Cl2/MeOH 9:1)=0.4: MS (LC/MS): 294.0 [M−H]−; tR (HPLC conditions a): 3.62 min.

Provenance & Evidence