Water → N-(2-hydroxy-2-methylpropyl)-3-nitro[1,5]naphthyridin-4-amine

Participants

Reaction Steps

Under a nitrogen atmosphere 2-amino-1-methylpropan-1-ol (25.5 g, 0.28 mol) was added over a period of 30 minutes to a chilled (15° C.) solution of 4-chloro-3-nitro[1,5]naphthyridine (54.5 g, 0.26 mol) and triethylamine (39.5 g, 0.39 mol) in dichloromethane (1 L). The temperature of the reaction mixture was maintained below about 30° during the addition. After the addition was complete the reaction mixture was stirred at ambient temperature overnight. The resulting precipitate was isolated by filtration, slurried with water, and again isolated by filtration to provide 40.53 g of N-(2-hydroxy-2-methylpropyl)-3-nitro[1,5]naphthyridin-4-amine as a yellow solid.

Provenance & Evidence