Triethylamine → HCID 178434077, compound

Participants

Reaction Steps

Under nitrogen, 0.50 g (2.2 mmol) of 3-amino-2-methyl-4-(methylsulfonyl)benzoic acid, 0.32 g (2.8 mmol) of 1,3-dimethyl-5-hydroxypyrazole and 0.50 g (2.6 mmol) of 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride were dissolved in dry acetonitrile. The mixture was stirred at RT for 1 day and allowed to stand for 2 days. 0.61 ml (4.4 mmol) of NEt3, 0.12 ml (0.9 mmol) of Me3SiCN and a spatula tip of KCN were added, and the mixture was stirred at RT for 2 days. The solvent was removed under reduced pressure, and the residue was taken up in CH2Cl2 and 10% strength H2SO4. The organic phase was separated off and dried over MgSO4, and the solvent was removed under reduced pressure. The residue was crystallized from acetonitrile. The mother liquor was purified by preparative HPLC. This gave 0.10 g in a purity of 97%.

Provenance & Evidence