1-Hydroxybenzotriazole → HCID 21904547, compound

Participants

Reaction Steps

To a suspension of 3-[N-(tert-butoxycarbonyl)-N-methylamino]propanoic acid (3.33 g) in dichloromethane (33 ml) and tetrahydrofuran (33 ml) were added HOBT (3.33 g) and WSC HCl (6.29 g), and the mixture was stirred for 1 hour. To the solution were added 1-methyl-1H-pyrazole-4,5-diamine sulfate (3.45 g) and N,N-diisopropylethylamine (11.4 ml). The reaction mixture was stirred at room temperature overnight. To the resulting solution was added brine and extracted with tetrahydrofuran/ethyl acetate=1/1. The extract was dried over anhydrous magnesium sulfate, filtered and concentrated in vacuo to give tert-butyl N-{3-[(5-amino-1-methyl-1H-pyrazol-4-yl)amino]-3-oxopropyl}-N-methylcarbamate as an oil (2.4 g). This product was used in the next step without further purification.

Provenance & Evidence