Phenethylamine → HCID 66995132, compound

Participants

Reaction Steps

To a solution of (S)-tetrahydro-pyridazine-1,2,3-tricarboxylic acid 1,2-di-tert-butyl ester (83 mg, 2.5 mmol) in DMF (10 mL) at room temperature, is added diisopropylethylamine (1.4 mL) slowly. After stirring at room temperature for 20 minutes, to the reaction mixture, is added phenethylamine (445 mg, 3.67 mmol), and followed by a solution of HOBT (545 mg, 4.04 mmol) and HBTU (1.53 g, 4.04 mmol) in DMF (10 mL). After stirring for 1.5 hours at room temperature, the reaction solution is diluted with ether (100 mL), and washed with water (2×50 mL). The combined organic solution is concentrated. The crude product is diluted with CH2Cl2 and dried over Na2SO4, and purified by chromatography (CH2Cl2/MeOH:97/3) to give (S)-3-phenethyl carbamoyl-tetrahydro-pyridazine-1,2-dicarboxylic acid di-tert-butyl ester as pale gum (920 mg, 83.6% in two steps). (NMR and MS data confirmed, U-3133-57-26).

Provenance & Evidence