Processes for preparing heterocyclic compounds including trans-7-oxo-6-(sulphooxy)-1,6-diazabicyclo[3,2,1]octane-2-carboxamide and salts thereof

A process for preparing a compound of Formula (I):

• or a pharmaceutically acceptable salt, solvate, hydrate, enantiomer or diastereomer thereof;
• comprising
• (a) treating a compound of Formula (II):
• with a source of nitrogen or an amine to prepare a compound of Formula (III):
• and
• (b) treating the compound of Formula (III) with a protecting group and a carbonylation agent;
• wherein
• R1, R2, R3, R4, R5, R6 and R7 are identical or different and are independently selected from the group consisting of hydrogen, oxygen, nitrogen, amino, carbonyl, carbamoyl, alkyl, alkenyl, alkynyl, alkoxy, cycloalkyl, aryl, aralkyl, trialkylsilyl and heterocycle;
• wherein each of R1 R2, R3, R4, R5, R6 and R7 is optionally substituted by one or more halogen, oxygen, hydroxy, cyano, nitro, amino, alkyl amino, dialkylamino, arylamino, diarylamino, amido, alkylamido, carbamoyl, ureido, dimethyl amino, carboxyl, alkyl, allyl, halogenated alkyl, trialkylsilyl, alkenyl, alkynyl, cyclo alkyl, cycloalkylalkyl, aryl, arylalkyl, hetero aryl, heteroarylalkyl, heterocycle, hetero cycle alkyl, aroyl, acyl, alkoxy, aryloxy, heteroaryloxy, cycloalkyloxy, cycloalkylalkyloxy, arylalkyloxy, heteroarylalkyloxy, alkylthio, arylthio, alkylsulfinyl, alkylsulfonyl, arylsulfinyl, arylsulfonyl, heteroarylsulfinyl, heteroarylsulfonyl, alkoxycarbonyl, aryloxycarbonyl, heteroaryloxycarbonyl or a combination thereof;
• or
• R1 and R2 together form a heterocycle;
• optionally substituted by one or more halogen, hydroxy, cyano, nitro, amino, alkyl amino, dialkylamino, arylamino, diarylamino, amido, alkylamido, carbamoyl, ureido, dimethylamino, carboxyl, alkyl, halogenated alkyl, alkenyl, alkynyl, cycloalkyl, cycloalkylalkyl, aryl, arylalkyl, hetero aryl, heteroarylalkyl, heterocycle, heterocyclealkyl, aroyl, acyl, alkoxy, aryloxy, heteroaryloxy, cycloalkyloxy, cycloalkylalkyloxy, arylalkyloxy, heteroarylalkyloxy, alkythio, arylthio, alkylsulfinyl, alkylsulfonyl, arylsulfinyl, arylsulfonyl, heteroarylsulfinyl, heteroarylsulfonyl alkoxycarbonyl, aryloxycarbonyl, heteroaryloxycarbonyl or a combination thereof;
• or
• R3, R5 and R6 are independently COH, COB′, COOB′, CONH2, CONHB′, CONHOH, CONHSO2B′, CH2COOH, CH2COOB′, CH2CONHOH, CH2CONHCN, CH2tetrazole, protected CH2tetrazole, CH2SO3H, CH2SO2B′, CH2PO(OB′)2, CH2PO(OB′)(OH), CH2PO(B′)(OH) and CH2PO(OH)2;
• wherein B′ is selected from the group consisting of 25 alkyl containing 1 to 6 carbon atoms optionally substituted by a pyridyl or carbamoyl radical, —CHz-alkenyl containing 3 to 9 carbon atoms, aryl containing 6 to 10 carbon atoms and aralkyl containing 7 to 11 carbon atoms, wherein the nucleus of said aryl or aralkyl is optionally substituted by OH, NH2, NO2, alkyl containing 1 to 6 carbon atoms, alkoxy containing 1 to 6 carbon atoms or by one or more halogen atoms;
• or
• R3, R5 and R6 are independently OR′ or OP′;
• wherein
• R′ is selected from the group consisting of SO3, SO2, SO2NHCOH, SO2NHCO, SO2NHCOO, SO2NHCONH and SO2NHCONH2;
• and R′ is optionally substituted by hydrogen or alkyl group optionally substituted by a pyridyl or carbamoyl radical, —CH2-alkenyl containing 3 to 9 carbon atoms, aryl containing 6 to 10 carbon atoms and aralkyl containing 7 to 11 carbon atoms, wherein the nucleus of said aryl or aralkyl is optionally substituted by OH, NH2, NO2, alkyl containing 1 to 6 carbon atoms, alkoxy containing 1 to 6 carbon atoms or by one or more halogen atoms;
• and
• P′ is selected from the group consisting of PO(OH)2, PO3, PO2, PO, PO(OH)(O—), PO2NHCOH, PO2NHCO, PO2NHCOO, PO2NHCONH and PO2NHCONH2;
• and P′ is optionally substituted by hydrogen or alkyl group optionally substituted by a pyridyl or carbamoyl radical, —CH2-alkenyl containing 3 to 9 carbon atoms, aryl containing 6 to 10 carbon atoms and aralkyl containing 7 to 11 carbon atoms, wherein the nucleus of said aryl or aralkyl is optionally substituted by OH, NH2, NO2, alkyl containing 1 to 6 carbon atoms, alkoxy containing 1 to 6 carbon atoms or by one or more halogen atoms.