Israel state records י"ג בשבט התשס"ח January 20, 2008

תהליך להכנת דקההידרו–8A,6A,4A,2A– טטרהאזדיקלופנט[FG ]אצטפתלין ותולדותיו	PROCESS FOR THE PREPARATION OF DECAHYDRO-2A,4A,6A,8A- TETRAAZACYCLOPENT[FG]ACENAPHTHYLENE AND FUNCTIONALIZED DERIVATIVES
[54]
	10.04.2001					[22]
	IT	[33]	14.04.2000	[32]	MI00A000835	[31]
Int. Cl.8 C07D 487/00						[51]
			BRACCO INTERNATIONAL B.V., THE NETHERLANDS			[71]
	WO/2001/079207					[87]
ריינהולד כהן ושותפיו, רחוב אחד העם 21 , ת.ד. 4060, תל אביב			REINHOLD COHN AND PARTNERS, 21 AHAD HA'AM ST., P.O.B. 4060, TEL AVIV 61040			[74]

[57] A compound of the formula



wherein one of the groups R is hydrogen and the other is straight or branched C₁-C₄ alkyl, optionally substituted with one or more groups –OPg in which Pg is hydroxy-protecting group.

The compounds of formula (I) are prepared by the process comprising:

step (a) reacting a compound of the formula

in which, when the groups X₁ are hydrogen, the groups X₂ form a –CH₂-CH₂- group, or vice versa, the groups X₁ are a –CH₂-CH₂- group when the groups X₂ are hydrogen, with a compound of the formula

in which A is a group of formula –COR₁ or –CHRR₂ wherein R has the meaning defined above, R₁ is halogen or a C₁-C₄ alkoxy group and R₂ is a leaving group such as halogen or sulfonyloxy, in at least unitary molar ratio, under inert gas atmosphere at a temperature above 50˚C and in the presence of a solvent selected from: aromatic inert, aprotic dipolar, or straight or branched C₁-C₄ alcohols and polyethers and in the presence of alkali or alkaline-earth metal salts of anions of straight or branched C₁-C₄ alcohols, or of heterocyclic aromatic bases, as catalysts;

step (b) reducing the compounds obtained from step (a), having the formula

in which one of Y₁ or Y₂ is –CH₂-CH₂- and the other is –CO-CO- or a group of formula –COCHR, wherein R has the meaning defined above, in the presence of an amido-reducing agent.

Also claimed as novel are compounds of formula (III)

wherein one of Y₁ or Y₂ is –CH₂-CH₂- and the other is a group of formula COCHR wherein R is H or straight or branched C₁-C₄ alkyl, optionally substituted with one or more –OPg groups in which Pg is as defined above, or Y₁ is CO-CO and Y₂ is –CH₂-CH₂-.

__________