e.g. Filippa Pettersson or Cancer Res. 75(6) , 1102-12, (2015) or 10.1002/anie.201600521

Synthesis and biological activity of aminopyrrolo [3, 2-d] pyrimidines

GA Modnikova, RM Titkova, RG Glushkov…

Index: Modnikova, G. A.; Titkova, R. M.; Glushkov, R. G.; Sokolova, A. S.; Silin, V. A.; Chernov, V. A. Pharmaceutical Chemistry Journal, 1988 , vol. 22, # 2 p. 135 - 141 Khimiko-Farmatsevticheskii Zhurnal, 1988 , vol. 22, # 2 p. 185 - 191

Full Text: HTML

Citation Number: 4

Abstract

For example, on boiling a mixture of (VIII) and phosphoryl chloride for 6 h, 11.9% of (IV) and 60.6% of (IX) are formed. Addition of phosphorus pentachlorlde gives under the same conditions 28.4% of (IV) and 41% of (IX). Using phosphoryl chloride and diethylaniline, the yield of (IV) rises to 45%,(IX) being formed in 32% yield. When the reaction time was increased to 48 h, the yield of (IV) increased to 75%,(IX) being detected only ...

2-Aminoethanol Structure

2,4-Dichloropyrrolo[3,2-d]pyrimidine Structure

2,4-Dichloropyr...

~80%

2-[(2-chloro-5H-pyrrolo[3,2-d]pyrimidin-4-yl)amino]ethanol Structure

2-[(2-chloro-5H...

5-Nitro-6-methyluracil Structure

5-Nitro-6-methy...

~%

2-[(2-chloro-5H-pyrrolo[3,2-d]pyrimidin-4-yl)amino]ethanol Structure

2-[(2-chloro-5H...

1H-Pyrrolo[3,2-d]pyrimidine-2,4(3H,5H)-dione Structure

1H-Pyrrolo[3,2-...

~%

2-[(2-chloro-5H-pyrrolo[3,2-d]pyrimidin-4-yl)amino]ethanol Structure

2-[(2-chloro-5H...

(E)-6-(2-(dimethylamino)vinyl)-5-nitropyrimidin-2,4-dione Structure

(E)-6-(2-(dimet...

~%

2-[(2-chloro-5H-pyrrolo[3,2-d]pyrimidin-4-yl)amino]ethanol Structure

2-[(2-chloro-5H...

4-Chloro-2-oxo-1,2-dihydropyrrolo[3,2-d]pyrimidine Structure

4-Chloro-2-oxo-...

~%

2-[(2-chloro-5H-pyrrolo[3,2-d]pyrimidin-4-yl)amino]ethanol Structure

2-[(2-chloro-5H...

p-Anisidine Structure

2,4-Dichloropyrrolo[3,2-d]pyrimidine Structure

2,4-Dichloropyr...

~87%

2-N,4-N-bis(4-methoxyphenyl)-5H-pyrrolo[3,2-d]pyrimidine-2,4-diamine Structure

2-N,4-N-bis(4-m...

5-Nitro-6-methyluracil Structure

5-Nitro-6-methy...

~%

2-N,4-N-bis(4-methoxyphenyl)-5H-pyrrolo[3,2-d]pyrimidine-2,4-diamine Structure

2-N,4-N-bis(4-m...

1H-Pyrrolo[3,2-d]pyrimidine-2,4(3H,5H)-dione Structure

1H-Pyrrolo[3,2-...

~%

2-N,4-N-bis(4-methoxyphenyl)-5H-pyrrolo[3,2-d]pyrimidine-2,4-diamine Structure

2-N,4-N-bis(4-m...

(E)-6-(2-(dimethylamino)vinyl)-5-nitropyrimidin-2,4-dione Structure

(E)-6-(2-(dimet...

~%

2-N,4-N-bis(4-methoxyphenyl)-5H-pyrrolo[3,2-d]pyrimidine-2,4-diamine Structure

2-N,4-N-bis(4-m...

4-Chloro-2-oxo-1,2-dihydropyrrolo[3,2-d]pyrimidine Structure

4-Chloro-2-oxo-...

~%

2-N,4-N-bis(4-methoxyphenyl)-5H-pyrrolo[3,2-d]pyrimidine-2,4-diamine Structure

2-N,4-N-bis(4-m...

Piperidine Structure

2,4-Dichloropyrrolo[3,2-d]pyrimidine Structure

2,4-Dichloropyr...

~81%

2-chloro-4-piperidin-1-yl-5H-pyrrolo[3,2-d]pyrimidine Structure

2-chloro-4-pipe...

5-Nitro-6-methyluracil Structure

5-Nitro-6-methy...

~%

2-chloro-4-piperidin-1-yl-5H-pyrrolo[3,2-d]pyrimidine Structure

2-chloro-4-pipe...

1H-Pyrrolo[3,2-d]pyrimidine-2,4(3H,5H)-dione Structure

1H-Pyrrolo[3,2-...

~%

2-chloro-4-piperidin-1-yl-5H-pyrrolo[3,2-d]pyrimidine Structure

2-chloro-4-pipe...

(E)-6-(2-(dimethylamino)vinyl)-5-nitropyrimidin-2,4-dione Structure

(E)-6-(2-(dimet...

~%

2-chloro-4-piperidin-1-yl-5H-pyrrolo[3,2-d]pyrimidine Structure

2-chloro-4-pipe...

4-Chloro-2-oxo-1,2-dihydropyrrolo[3,2-d]pyrimidine Structure

4-Chloro-2-oxo-...

~%

2-chloro-4-piperidin-1-yl-5H-pyrrolo[3,2-d]pyrimidine Structure

2-chloro-4-pipe...

5-Nitro-6-methyluracil Structure

5-Nitro-6-methy...

~%

4-(2-chloro-5H-pyrrolo[3,2-d]pyrimidin-4-yl)morpholine Structure

4-(2-chloro-5H-...

1H-Pyrrolo[3,2-d]pyrimidine-2,4(3H,5H)-dione Structure

1H-Pyrrolo[3,2-...

~%

4-(2-chloro-5H-pyrrolo[3,2-d]pyrimidin-4-yl)morpholine Structure

4-(2-chloro-5H-...

(E)-6-(2-(dimethylamino)vinyl)-5-nitropyrimidin-2,4-dione Structure

(E)-6-(2-(dimet...

~%

4-(2-chloro-5H-pyrrolo[3,2-d]pyrimidin-4-yl)morpholine Structure

4-(2-chloro-5H-...

4-Chloro-2-oxo-1,2-dihydropyrrolo[3,2-d]pyrimidine Structure

4-Chloro-2-oxo-...

~%

4-(2-chloro-5H-pyrrolo[3,2-d]pyrimidin-4-yl)morpholine Structure

4-(2-chloro-5H-...

morpholine Structure

2,4-Dichloropyrrolo[3,2-d]pyrimidine Structure

2,4-Dichloropyr...

~%

4-(2-chloro-5H-pyrrolo[3,2-d]pyrimidin-4-yl)morpholine Structure

4-(2-chloro-5H-...

2,4-Dichloropyrrolo[3,2-d]pyrimidine Structure

2,4-Dichloropyr...

4-Aminobutanoic acid Structure

4-Aminobutanoic acid

~68%

4-[(2-chloro-5H-pyrrolo[3,2-d]pyrimidin-4-yl)amino]butanoic acid Structure

4-[(2-chloro-5H...

5-Nitro-6-methyluracil Structure

5-Nitro-6-methy...

~%

4-[(2-chloro-5H-pyrrolo[3,2-d]pyrimidin-4-yl)amino]butanoic acid Structure

4-[(2-chloro-5H...

1H-Pyrrolo[3,2-d]pyrimidine-2,4(3H,5H)-dione Structure

1H-Pyrrolo[3,2-...

~%

4-[(2-chloro-5H-pyrrolo[3,2-d]pyrimidin-4-yl)amino]butanoic acid Structure

4-[(2-chloro-5H...

(E)-6-(2-(dimethylamino)vinyl)-5-nitropyrimidin-2,4-dione Structure

(E)-6-(2-(dimet...

~%

4-[(2-chloro-5H-pyrrolo[3,2-d]pyrimidin-4-yl)amino]butanoic acid Structure

4-[(2-chloro-5H...

4-Chloro-2-oxo-1,2-dihydropyrrolo[3,2-d]pyrimidine Structure

4-Chloro-2-oxo-...

~%

4-[(2-chloro-5H-pyrrolo[3,2-d]pyrimidin-4-yl)amino]butanoic acid Structure

4-[(2-chloro-5H...

2,4-Dichloropyrrolo[3,2-d]pyrimidine Structure

2,4-Dichloropyr...

2-(1-cyclohexenyl)ethylamine Structure

2-(1-cyclohexen...

~74%

2-chloro-N-[2-(cyclohexen-1-yl)ethyl]-5H-pyrrolo[3,2-d]pyrimidin-4-amine Structure

2-chloro-N-[2-(...

5-Nitro-6-methyluracil Structure

5-Nitro-6-methy...

~%

2-chloro-N-[2-(cyclohexen-1-yl)ethyl]-5H-pyrrolo[3,2-d]pyrimidin-4-amine Structure

2-chloro-N-[2-(...

1H-Pyrrolo[3,2-d]pyrimidine-2,4(3H,5H)-dione Structure

1H-Pyrrolo[3,2-...

~%

2-chloro-N-[2-(cyclohexen-1-yl)ethyl]-5H-pyrrolo[3,2-d]pyrimidin-4-amine Structure

2-chloro-N-[2-(...

(E)-6-(2-(dimethylamino)vinyl)-5-nitropyrimidin-2,4-dione Structure

(E)-6-(2-(dimet...

~%

2-chloro-N-[2-(cyclohexen-1-yl)ethyl]-5H-pyrrolo[3,2-d]pyrimidin-4-amine Structure

2-chloro-N-[2-(...

4-Chloro-2-oxo-1,2-dihydropyrrolo[3,2-d]pyrimidine Structure

4-Chloro-2-oxo-...

~%

2-chloro-N-[2-(cyclohexen-1-yl)ethyl]-5H-pyrrolo[3,2-d]pyrimidin-4-amine Structure

2-chloro-N-[2-(...

1H-Pyrrolo[3,2-d]pyrimidine-2,4(3H,5H)-dione Structure

1H-Pyrrolo[3,2-...

~77%

4-Chloro-2-oxo-1,2-dihydropyrrolo[3,2-d]pyrimidine Structure

4-Chloro-2-oxo-...

2,4-Dichloropyrrolo[3,2-d]pyrimidine Structure

2,4-Dichloropyr...

4-Chloro-2-oxo-1,2-dihydropyrrolo[3,2-d]pyrimidine Structure

4-Chloro-2-oxo-...

~18%

2,4-Dichloropyrrolo[3,2-d]pyrimidine Structure

2,4-Dichloropyr...