Preparation of 1,4-diazabicyclo(3.2.2)nonane

Details Preparation of 1,4-diazabicyclo(3.2.2)nonane Preparation of 1,4-diazabicyclo(3.2.2)nonane

1988-10-25

1990-01-23

Dixon, Jr., William R.

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

Organic compounds

Unsubstituted hydrocarbyl chain between the ring and the -c-...

540567, C07D 5170

Patent

active

048959430

ABSTRACT:
Processes and intermediates for preparing 1,4-diazabicyclo[3.2.2.]nonane including a process for the preparation of a compound of the formula ##STR1## wherein R.sup.1 is C.sub.1 -C.sub.4 alkyl or C.sub.1 -C.sub.4 alkyl substituted with 1 to 6 halo groups; and R.sup.2 is hydrogen, naphthoyl, substituted naphthoyl, benzyl, substituted benzyl, benzoyl or substituted benzoyl, wherein each of said substituted naphthoyl, substituted benzyl, and substituted benzoyl is substituted with one to three substituents selected from the group consisting of halo, C.sub.1 -C.sub.4 alkoxy and C.sub.1 -C.sub.4 alkyl, comprising reacting a compound of the formula ##STR2## wherein R.sup.1 and R.sup.3 are independently selected from C.sub.1 -C.sub.4 alkyl and C.sub.1 -C.sub.4 alkyl substituted with 1 to 6 halo groups with an alkyl stannane or a trialkyl aluminum and, if desired, reacting the resulting compound of the formula III wherein R.sup.2 is hydrogen with a reagent selected from the group consisting of the optionally substituted reagents naphthoyl chloride, naphthoyl bromide, naphthoyl triflate, benzoyl chloride, benzoyl bromide, benzoyl triflate, benzyl chloride, benzyl bromide and benzyl triflate, wherein the substituents on the substituted naphthoyl, substituted benzyl and substituted benzoyl are as defined above, to prepare the compound of the formula III, as defined above, wherein R.sup.2 is other than hydrogen.

REFERENCES:
patent: 3883533 (1975-05-01), Massie
patent: 4571396 (1986-02-01), Hutt et al.
patent: 4775668 (1988-10-01), Jefson et al.
Zhurnal Obshchei Khimii, vol. 33, 2167-2172 (1963) (translation).
Zhurnal Obshchei Khimii, vol. 34, 2222-2226 (1964) (translation).
E. J. Corey et al, Tetrahedron Letter, vol. 25, 2419-2422 (1984).
A. Basha et al, Tetrahedron Letters, vol. 48, 4171-4174 (1977).
Turro et al, J. Am. Chem. Soc., 102, 7578-7589 (1980).
T. A. George et al, J. Chem. Soc. (A), 992-996 (1969).
Zhurnal Organicheskoi Khimii, vol. 1, No. 7, 1336-1337 (1965).
J. Med. Chemistry, vol. 20, 1333-1337 (1977).

Affiliated with

Also associated with

Rating

Preparation of 1,4-diazabicyclo(3.2.2)nonane does not yet have a rating. At this time, there are no reviews or comments for this patent.

If you have personal experience with Preparation of 1,4-diazabicyclo(3.2.2)nonane, we encourage you to share that experience with our LandOfFree.com community. Your opinion is very important and Preparation of 1,4-diazabicyclo(3.2.2)nonane will most certainly appreciate the feedback.

Rate now

Comments { 0 }

Profile ID: LFUS-PAI-O-645955