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

Synthese von 7??unsubstituierten 7H??Pyrrolo [2, 3??d]??pyrimidinen

H Pichler, G Folkers, HJ Roth…

Index: Pichler, Herbert; Folkers, Gerd; Roth, Hermann J.; Eger, Kurt Liebigs Annalen der Chemie, 1986 , # 9 p. 1485 - 1505

Full Text: HTML

Citation Number: 22

Abstract

Abstract Die Titelverbindungen 4 werden durch N-7-Dealkylierung der 2-Furanylmethyl-, 2- Thiophenylmethyl-, oder 1-Phenylethyl-Gruppe aus den Derivaten 2a–g und 10a–j mit Polyphosphoräure erhalten. Im Gegensatz zur 2-Furanylmethyl-Gruppe lassen sich die 2- Thiophenylmethyl-und 1-Phenylethyl-Gruppen unabhängig von der Substitution am Heterobicyclus entfernen.

7-cyclopentyl-5,6-dimethyl-7H-pyrrolo[2,3-d]pyrimidin-4-ol Structure

7-cyclopentyl-5...

~57%

3,7-Dihydro-5,6-dimethyl-4H-pyrrolo[2,3-d]pyrimidin-4-one Structure

3,7-Dihydro-5,6...

7-Cyclohexyl-5,6-dimethyl-7H-pyrrolo[2,3-d]pyrimidin-4(3H)-on Structure

7-Cyclohexyl-5,...

~55%

3,7-Dihydro-5,6-dimethyl-4H-pyrrolo[2,3-d]pyrimidin-4-one Structure

3,7-Dihydro-5,6...

7-(2-Furanylmethyl)-5,6-dimethyl-7H-pyrrolo(2,3-d)pyrimidin-4(3H)-on Structure

7-(2-Furanylmet...

~55%

3,7-Dihydro-5,6-dimethyl-4H-pyrrolo[2,3-d]pyrimidin-4-one Structure

3,7-Dihydro-5,6...

5,6-Dimethyl-7-(DL-1-phenylethyl)-7H-pyrrolo[2,3-d]pyrimidin-4(3H)-on Structure

5,6-Dimethyl-7-...

~55%

phenylene-ethylene Structure

phenylene-ethylene

3,7-Dihydro-5,6-dimethyl-4H-pyrrolo[2,3-d]pyrimidin-4-one Structure

3,7-Dihydro-5,6...

2-AMINO-1-CYCLOHEXYL-4,5-DIMETHYL-1H-PYRROLE-3-CARBONITRILE Structure

2-AMINO-1-CYCLO...

~%

3,7-Dihydro-5,6-dimethyl-4H-pyrrolo[2,3-d]pyrimidin-4-one Structure

3,7-Dihydro-5,6...

2-Amino-1-cyclopentyl-4,5-dimethyl-3-pyrrolcarbonitril Structure

2-Amino-1-cyclo...

~%

3,7-Dihydro-5,6-dimethyl-4H-pyrrolo[2,3-d]pyrimidin-4-one Structure

3,7-Dihydro-5,6...

2-Amino-4,5-dimethyl-(1-(DL-1-phenylethyl)-3-pyrrolcarbonitril) Structure

2-Amino-4,5-dim...

~%

3,7-Dihydro-5,6-dimethyl-4H-pyrrolo[2,3-d]pyrimidin-4-one Structure

3,7-Dihydro-5,6...

Acetoin Structure

2-Phenylethanamine Structure

2-Phenylethanamine

Malononitrile Structure

~%

2-amino-4,5-dimethyl-1-(2-phenylethyl)pyrrole-3-carbonitrile Structure

2-amino-4,5-dim...

Acetoin Structure

Cyclohexylamine Structure

Cyclohexylamine

Malononitrile Structure

~%

2-AMINO-1-CYCLOHEXYL-4,5-DIMETHYL-1H-PYRROLE-3-CARBONITRILE Structure

2-AMINO-1-CYCLO...

7-(2-Furanylmethyl)-5,6-dimethyl-7H-pyrrolo(2,3-d)pyrimidin-4(3H)-on Structure

7-(2-Furanylmet...

~73%

4-CHLORO-7-(2-FURYLMETHYL)-5,6-DIMETHYL-7H-PYRROLO[2,3-D]PYRIMIDINE Structure

4-CHLORO-7-(2-F...

Furfurylamine Structure

~%

4-CHLORO-7-(2-FURYLMETHYL)-5,6-DIMETHYL-7H-PYRROLO[2,3-D]PYRIMIDINE Structure

4-CHLORO-7-(2-F...

4-CHLORO-7-(2-FURYLMETHYL)-5,6-DIMETHYL-7H-PYRROLO[2,3-D]PYRIMIDINE Structure

4-CHLORO-7-(2-F...

~52%

4-Chloro-5,6-diMethyl-7H-pyrrolo[2,3-d]pyriMidine Structure

4-Chloro-5,6-di...

4-Chlor-5,6-dimethyl-7-(DL-1-phenylethyl)-7H-pyrrolo[2,3-d]pyrimidin Structure

4-Chlor-5,6-dim...

~55%

phenylene-ethylene Structure

phenylene-ethylene

4-Chloro-5,6-diMethyl-7H-pyrrolo[2,3-d]pyriMidine Structure

4-Chloro-5,6-di...

3,7-Dihydro-5,6-dimethyl-4H-pyrrolo[2,3-d]pyrimidin-4-one Structure

3,7-Dihydro-5,6...

~52%

4-Chloro-5,6-diMethyl-7H-pyrrolo[2,3-d]pyriMidine Structure

4-Chloro-5,6-di...

7-(2-Furanylmethyl)-5,6-dimethyl-7H-pyrrolo(2,3-d)pyrimidin-4(3H)-on Structure

7-(2-Furanylmet...

~%

4-Chloro-5,6-diMethyl-7H-pyrrolo[2,3-d]pyriMidine Structure

4-Chloro-5,6-di...

5,6-Dimethyl-7-(DL-1-phenylethyl)-7H-pyrrolo[2,3-d]pyrimidin-4(3H)-on Structure

5,6-Dimethyl-7-...

~%

4-Chloro-5,6-diMethyl-7H-pyrrolo[2,3-d]pyriMidine Structure

4-Chloro-5,6-di...

2-Amino-4,5-dimethyl-(1-(DL-1-phenylethyl)-3-pyrrolcarbonitril) Structure

2-Amino-4,5-dim...

~%

4-Chloro-5,6-diMethyl-7H-pyrrolo[2,3-d]pyriMidine Structure

4-Chloro-5,6-di...

2-AMINO-1-CYCLOHEXYL-4,5-DIMETHYL-1H-PYRROLE-3-CARBONITRILE Structure

2-AMINO-1-CYCLO...

~%

4-Chloro-5,6-diMethyl-7H-pyrrolo[2,3-d]pyriMidine Structure

4-Chloro-5,6-di...

2-Amino-1-cyclopentyl-4,5-dimethyl-3-pyrrolcarbonitril Structure

2-Amino-1-cyclo...

~%

4-Chloro-5,6-diMethyl-7H-pyrrolo[2,3-d]pyriMidine Structure

4-Chloro-5,6-di...

7-cyclopentyl-5,6-dimethyl-7H-pyrrolo[2,3-d]pyrimidin-4-ol Structure

7-cyclopentyl-5...

~%

4-Chloro-5,6-diMethyl-7H-pyrrolo[2,3-d]pyriMidine Structure

4-Chloro-5,6-di...

7-Cyclohexyl-5,6-dimethyl-7H-pyrrolo[2,3-d]pyrimidin-4(3H)-on Structure

7-Cyclohexyl-5,...

~%

4-Chloro-5,6-diMethyl-7H-pyrrolo[2,3-d]pyriMidine Structure

4-Chloro-5,6-di...