FIELD: chemistry.
SUBSTANCE: invention relates to process for production of 7-alkyl-2,3-dihydro-1H-pyrrolo[1,2-d][1,4]diazepine-4(5H)-one derivatives of formula 1, which can find application as substances possessing potential biological activity of a wide spectrum of action. Method for preparation of the 7-alkyl-2,3-dihydro-1H-pyrrolo[1,2-d][1,4]diazepin-4(5H)-one derivatives 1 is based on the simultaneous formation of two cycles of the pyrrolodiazepine framework as a result of the successive treatment of a mixture of alpha-amino acids and 2-(furan-2-yl)ethylamines with 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide and N-methylmorpholine in 1,2-dichloroethane, then a mixture of hydrochloric and acetic acids at room temperature and further cyclization by the method of Paal-Knorr by boiling in acetic acid for 30 minutes. Method allows the synthesis of 7-alkyl-2,3-dihydro-1H-pyrrolo[1,2-d][1,4]diazepin-4(5H)-one 1 derivatives with high yields.
EFFECT: new method for preparation of 7-alkyl-2,3-dihydro-1H-pyrrolo[1,2-d][1,4]diazepin-4(5H)-one 1 derivatives has been developed.
1 cl, 2 tbl, 5 ex
Title | Year | Author | Number |
---|---|---|---|
APPLICATION OF 5-[(1H-INDOL-3-YL)METHYL]-7-METHYL-2,3-DIHYDRO-1H-PYRROLO[1,2-D][1,4]DIAZEPIN-4(5H)-ONE AS AN ANTIFUNGAL AGENT FOR YEASTS | 2023 |
|
RU2803571C1 |
APPLICATION OF 5-ISOPROPYL-7-METHYL-2,3-DIHYDRO-1H-PYRROLO[1,2-d][1,4]DIAZEPIN-4(5H)-ONE AS ANTIBACTERIAL AGENT AGAINST GRAM-POSITIVE MICROORGANISMS | 2022 |
|
RU2784439C1 |
USE OF 7-METHYL-5-[4-(TRIFLUOROMETHYL)PHENYL]-1,2,4,5-TETRAHYDRO-3H-PYRROLO[1,2-a][1,4]DIAZEPIN-3-ONE AS AN ANTIFUNGAL AGENT AGAINST YEAST FUNGI | 2023 |
|
RU2808981C1 |
USE OF 5-(4-METOXYPHENYL)-7-METHYL-1,2,4,5-TETRAHYDRO-3H-PYRROLO[1,2-a][1,4]DIAZEPIN-3-ONE AS AN ANTIFUNGAL AGENT AGAINST YEAST FUNGI | 2023 |
|
RU2810715C1 |
METHOD FOR SYNTHESIS OF 10-METHYL-6,7-DIHYDRO-5H-PYRROLO[1,2-a][1,5]BENZODIAZEPINE DERIVATIVES | 2015 |
|
RU2603344C1 |
USE OF 4,6-DIMETHYL-1,2-DIHYDROPYRROLO[1,2-a]PYRAZIN-3(4H)-ONE AS AN ANTIFUNGAL AGAINST YEASTS | 2023 |
|
RU2806191C1 |
APPLICATION OF 10-METHYL-6,7-DIHYDRO-5H-PYRIDO[2,3-b]-PYRROLO[1,2-d][1,4]DIAZEPINE AS AN ANTIFUNGAL AGENT AGAINST YEASTS | 2023 |
|
RU2803600C1 |
TRICYCLIC DIAZEPINE VASOPRESSIN AND OXYTOCIN ANTAGONISTS, METHOD OF THEIR SYNTHESIS, PHARMACEUTICAL COMPOSITION, METHOD OF TREATMENT | 1994 |
|
RU2126006C1 |
METHOD FOR PREPARATION OF DERIVATIVES OF PYRROLO[1,2-a][1,4]DIAZEPINE | 2006 |
|
RU2323939C1 |
USE OF 10-METHYL-2-(TRIFLUOROMETHYL)-6,7-DIHYDRO-5H-BENZO[b]PYRROLO[1,2-d][1,4]DIAZEPINE AS AN ANTIBACTERIAL AGENT AGAINST GRAM-POSITIVE MICROORGANISMS | 2021 |
|
RU2771019C1 |
Authors
Dates
2018-07-02—Published
2017-11-03—Filed