1H-pyrrolo [3,2-c]pyrrolidines protected in 1-position useful as

Details 1H-pyrrolo [3,2-c]pyrrolidines protected in 1-position useful as 1H-pyrrolo [3,2-c]pyrrolidines protected in 1-position useful as

1988-01-07

1989-05-16

Lee, Mary C.

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

Organic compounds

Heterocyclic carbon compounds containing a hetero ring...

546 14, C07D47104

Patent

active

048311448

ABSTRACT:
The invention relates to a process for fixing an electrophilic group in the 2-position of 1H-pyrrolo[3,2-c]pyridine N-protected in the 1-position, process which consists in protecting the 1-position in question with a labile protecting group, reacting the compound so obtained with a lithiation agent selected from a lithium amide and an alkyl lithium at a temperature between -80.degree. C. and -20.degree. C. and in the presence of tetramethylethylenediamine to obtain the corresponding 2-lithio derivative and then condensing the metal derivative so obtained at a temperature between -80.degree. C. and room-temperature with a reagent capable of giving rise to an electrophilic group to form N-protected 1H-pyrrolo[3,2-c]pyridine substituted in the 2-position by an electrophilic group.

REFERENCES:
Ducrocq et al., Tetrahedron 32, pp. 773-780 (1976).
Fisher et al., J. Med. Chem 15(11), pp. 1168-1171 (1972).

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