4-Methylmorpholine → N-Boc sarcosine piperonylamide

Participants

Reaction Steps

Another specific example of the synthesis, applied to a compound of formula I in which R9 is —CH3 and R4 is —C(O)NHR5, is provided: Isobutyl chloroformate (226 mL, 1.73 mmol) was added to a solution of N-Boc sarcosine (1.73 mmol) and N-methyl morpholine (192 mL, 1.73 mmol) in THF. After two minutes, piperonylamine (216 mL, 1.73 mmol) was added and the mixture allowed to warm to room temperature. After thirty minutes, the reaction mixture was passed through a bed of Celite and all volatiles were removed under reduced pressure to yield N-Boc sarcosine piperonyl amide (531 mg, 95%) as a white solid. [1H NMR: (CDCl3) δ 2.41, 3H, s; 3.28, 2H, s; 4.39, 2H, d; 5.95, 2H, s; 6.80, 3H, m; 7.43, 1H, bs; 9.04, 1H, bs.]

Provenance & Evidence