1,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochloride → HCID 178522671, compound

Participants

Reaction Steps

A solution of 128 mg product from Step D above, 66.3 mg 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride (EDC), 46.8 mg 1-hydroxybenzotriazole hydrate (HOBt) in 1 mL DMF was stirred at room temperature for 30 minutes. 5-Aminotetrazole monohydrate (35.7 mg) was added and the mixture stirred for additional 16 hours. Precipitate the product by adding 1 mL water to the reaction mixture. Collect the product by filtration, wash it with 1:1 DMF and water, water, and MeCN, and dry to give the title compound as a white solid. 1H NMR (CD3OD, 500 MHz) δ 7.995 (d, J=8.2 Hz, 2H), 7.86 (d, J=8.6 Hz, 2H), 7.27˜7.29 (m, 4H), 6.58 (s, 1H), 5.52 (s, 2H), 2.59˜2.65 (m, 1H), 1.75˜1.81 (m, 4H), 1.69˜1.73 (m, 1H), 1.39˜1.46 (m, 2H), 1.24˜1.37 (m, 3H). LC-MS: 2.32 min. (M+H=512.3).

Provenance & Evidence