Hydrochloric Acid → HCID 178508863, compound

Temperature

90 °C

A mixture of 136.7 g of bromoacetaldehyde diethylacetal, 347 mL of water, and 17.3 mL of concentrated HCl was heated to about 90° C. with vigorous stirring for about 30 minutes, at which time a clear solution was obtained. The solution was cooled to room temperature and 68.3 g of NaOAc was added. The resulting solution was added, with stirring, to a suspension of 100 g of 2,4-diamino-6-hydroxypyrimidine and 34.2 g of NaOAc in 739 mL of water, which had been heated to 70°-85° C. The reaction was allowed to proceed for 2 hours at 70°-85° C., at which time the reaction was complete. The mixture was cooled to 0° C. and held for about 1.5 hours. The mixture was then filtered and the collected product was washed with 500 mL of water and 500 mL of acetone, and dried, affording 72.3 g (79%) of 2-amino-4-hydroxypyrrolo[2,3-d]pyrimidine. A small sample was further purified by slurry in hot methanol, filtration, and drying, mp>300° C. 1H NMR (300 MHz, DMSO-d6) δ6.03 (s, 2 H), 6.13 (m, 1 H), 6.56 (dd, J=3.3, 2.3 Hz, 1 H), 10.23 (bs, 1 H), 10.93 (bs, 1 H).

1. customwas obtained
2. temperatureThe solution was cooled to room temperature
3. additionThe resulting solution was added
4. temperaturehad been heated to 70°-85° C
5. waitto proceed for 2 hours at 70°-85° C., at which time
6. temperatureThe mixture was cooled to 0° C.
7. waitheld for about 1.5 hours
8. filtrationThe mixture was then filtered
9. washthe collected product was washed with 500 mL of water and 500 mL of acetone
10. customdried

ORD record

ord-a3b08a8e97f94beabd66df4100d8afb8

Source dataset

uspto-grants-1993_08

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US05235053