6-methyl-1H-Pyrrolo[2,3-d]pyrimidine-2,4(3H,7H)-dione synthesis
- Product Name:6-methyl-1H-Pyrrolo[2,3-d]pyrimidine-2,4(3H,7H)-dione
- CAS Number:89792-20-1
- Molecular formula:C7H7N3O2
- Molecular Weight:165.15
Yield:89792-20-1 80%
Reaction Conditions:
Stage #1: 4-Amino-2,6-dihydroxypyrimidinewith sodium acetate in water at 20; for 0.5 h;
Stage #2: chloroacetone in water; for 72 h;Reflux;
Steps:
6-methyl-7H-pyrrolo[2,3-d]pyrimidine-2,4-diol (17b).
A solution of 6-aminopyrimidine-2,4(1H,3H)-dione 14 (5.0 g) was treated at room temperature with sodium acetate (5.0 g) dissolved in H2O (200 mL). After the mixture was stirred for 30 min at room temperature, 1-chloro-2-propanone (5 mL) was added, and the solution was heated to boiling for 72 h. The reaction was cooled and filtered to yield compound 17b (5.2 g, yield: 80%). ESI-MS calculated for (C7H7N3O2) [M+H]+, 166.1, found 166.0.
References:
Xie, Hui;Zeng, Lili;Zeng, Shaogao;Lu, Xin;Zhang, Guicheng;Zhao, Xin;Cheng, Na;Tu, Zhengchao;Li, Zhiyuan;Xu, Hongjiang;Yang, Ling;Zhang, Xiquan;Huang, Min;Zhao, Junling;Hu, Wenhui [European Journal of Medicinal Chemistry,2012,vol. 52,p. 205 - 212] Location in patent:supporting information; experimental part