Diisopropylethylamine → HCID 46743071, compound

Participants

Reaction Conditions

Reaction Steps

A solution of 4-chloromethyl-3,5-dimethylisoxazole (100 mg, 0.69 mmol) in CH2Cl2 (4 mL) was treated with tert-butyl-1-piperazine carboxylate (2.5 eq, 1.71 mmol, 320 mg) and iPr2NEt (3.0 eq, 2.06 mmol, 0.36 mL) and stirred at 35° C. for 8 h. Concentration in vacuo and preparative tlc purification (EtOAc) gave the desired product (111 mg, 55%) as a colourless solid; δH (500 MHz, DMSO-d6) 1.39 (s, 9H, C(CH3)3), 2.17 (s, 3H, CH3), 2.28 (t, J=4.5 Hz, 4H, piperazine N(CH2)2), 2.31 (s, 3H, CH3), 3.23 (s, 2H, NCH2), 3.30 (hidden by DMSO peak, 4H, piperazine N(CH2)2);

Provenance & Evidence