Process for the preparation of furopyrroles

Details Process for the preparation of furopyrroles Process for the preparation of furopyrroles

2004-06-28

2008-10-28

Saeed, Kamal (Department: 1626)

Organic compounds -- part of the class 532-570 series

Organic compounds

Heterocyclic carbon compounds containing a hetero ring...

C514S421000

Reexamination Certificate

active

07442804

ABSTRACT:
The present invention relates to a process for the preparation of furopyrroles of general formula (I), comprising (a) heating a compound of the formula (II) under microwave irradiation optionally in the presence of an inert solvent, wherein A1and A2are C1-C18alkyl, C2-C18alkenyl, C2-C18alkynyl, C5-C8cycloalkyl, C5-C8cycloalkenyl, aryl or heteroaryl, A3is hydrogen, C1-C18alkyl, cyanomethyl, Ar3, —CR30R31—(CH2)m—Ar3or Y—R32, wherein R30and R31independently of each other stand for hydrogen or C1-C4alkyl, or phenyl which can be substitute up to three times with C1-C4alkyl, Ar3stands for aryl, C5-C8cloalkyl, C5-C8cycloalkenyl or heteroaryl, which can be substituted one to three times with C1-C8alkyl, C1-C8alkoxy, halogen or phenyl, which can be substituted with C1-C8alkyl or C1-C8alkoxy one to three times, and m stands for 0, 1, 2, 3 or 4, R is C1-C18alkyl, in particular C1-C4alkyl, aryl, in particular phenyl, or aralkyl, in particular benzyl, which can be substituted one to three times with C1-C8alkyl, C1-C8alkoxy, or halogen, Y is —C(O)—, —C(O)O—, —C(O)NH—, —SO2NH— or —SO2— and R32is C1-C18alkyl, Ar3, or aralkyl. The furopyrroles of the general formula (I) can be can be obtained in high yield and high purity by the process of the present invention.

REFERENCES:
patent: 5808094 (1998-09-01), Mizuguchi et al.
patent: 2004/0171847 (2004-09-01), Morton et al.
patent: 03/022848 (2003-03-01), None
U.S. Appl. No. 10/485,840, filed Feb. 2004, Colin Morton.
Richter, et al. Microwave-Enhanced Chemistry. Analytical Chemistry. Jan. 1, 2001, pp. 30A-37A.
Bansal, Raj. 9.6 Microwave Heating in Organic Synthesis. Synthetic Approaches in Organic Chemistry. (1996) p. 409.

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