2-Amino-4-hydroxypyrrolo[2,3-d]pyrimidine

100643-27-4

2032-35-1

7355-55-7

To a suspension of bromoacetaldehyde diethyl acetal (10.4 mL, 68.98 mmol) in water (35 mL) was slowly added concentrated hydrochloric acid (1.5 mL). The reaction mixture was stirred at 90 °C for 30 min. Upon completion of the reaction, the solution was cooled to room temperature, followed by the addition of sodium acetate (6.8 g, 82.75 mmol). This mixed solution was slowly added to a suspension in water (75 mL) containing 2,4-diamino-6-hydroxypyrimidine (10.0 g, 79.29 mmol) and sodium acetate (3.5 g, 42.82 mmol). The reaction mixture was continued to be stirred at 80 °C for 2 hours. At the end of the reaction, the mixture was cooled to 0 °C and stirred for 90 min to promote crystallization. The precipitate was collected by filtration and washed sequentially with a small amount of cold water and acetone to afford the target product 2-amino-4-hydroxypyrrolo[2,3-d]pyrimidine (11.9 g, quantitative yield). The product was characterized by 1H NMR (300 MHz, DMSO-d6): δ 10.97 (s, 1H), 10.23 (s, 1H), 6.61-6.60 (m, 1H), 6.18-6.17 (m, 1H), 6.05 (s, 2H).