Substituted diaminocarboxamide and diaminocarbonitrile pyrimidines, compositions thereof, and methods of treatment therewith

A method for preparing a compound of formula (I):

• the method comprising contacting a compound of formula (Ia)
• with R1NH2 in a solvent, in the presence of an organic base,
• wherein:
• R1 is substituted or unsubstituted C1-8 alkyl, substituted or unsubstituted cycloalkyl, substituted or unsubstituted non-aromatic heterocyclyl, substituted or unsubstituted alkylcycloalkyl, or substituted or unsubstituted alkylheterocyclyl, provided that R1 is not 1-aminocyclohexyl;
• R2 is substituted or unsubstituted C1-8 alkyl, substituted or unsubstituted saturated cycloalkyl, substituted or unsubstituted alkylcycloalkyl, substituted or unsubstituted non-aromatic heterocyclyl;
• Rx is a C1-2 alkyl;
• and
• m is 1 or 2.

A method for preparing a compound of formula (I):

• the method comprising contacting a compound of formula (IIa)
• with R2NH2 in a solvent, in the presence of an organic base,
• wherein:
• R1 is substituted or unsubstituted C1-8 alkyl, substituted or unsubstituted cycloalkyl, substituted or unsubstituted non-aromatic heterocyclyl, substituted or unsubstituted alkylcycloalkyl, or substituted or unsubstituted alkylheterocyclyl, provided that R1 is not 1-aminocyclohexyl;
• R2 is substituted or unsubstituted C1-8 alkyl, substituted or unsubstituted saturated cycloalkyl, substituted or unsubstituted alkylcycloalkyl, substituted or unsubstituted non-aromatic heterocyclyl;
• Rx is a C1-2 alkyl;
• and
• m is 1 or 2.

A compound of formula (IIa)

• wherein:
• R1 is substituted or unsubstituted C1-8 alkyl, substituted or unsubstituted cycloalkyl, substituted or unsubstituted non-aromatic heterocyclyl, substituted or unsubstituted alkylcycloalkyl, or substituted or unsubstituted alkylheterocyclyl, provided that R1 is not 1-aminocyclohexyl;
• Rx is a C1-2 alkyl;
• and
• m is 1 or 2.

A compound of formula (Ia)

• wherein:
• R2 is substituted or unsubstituted C1-8 alkyl, substituted or unsubstituted saturated cycloalkyl, substituted or unsubstituted alkylcycloalkyl, substituted or unsubstituted non-aromatic heterocyclyl;
• Rx is an ethyl group;
• and
• m is 1 or 2.

A compound of formula (Ib)

• wherein:
• R2 is substituted or unsubstituted C1-8 alkyl, substituted or unsubstituted saturated cycloalkyl, substituted or unsubstituted alkylcycloalkyl, substituted or unsubstituted non-aromatic heterocyclyl;
• and
• Rx is an ethyl group.

A compound of formula (Ic)

• wherein:
• R2 is substituted saturated cycloalkyl, unsubstituted alkylcycloalkyl, or substituted or unsubstituted non-aromatic heterocyclyl;
• and
• Rx is a C1-2 alkyl.

A compound of formula (Id)

• wherein:
• R2 is substituted or unsubstituted C1-8 alkyl, substituted or unsubstituted saturated cycloalkyl, substituted or unsubstituted alkylcycloalkyl, substituted or unsubstituted non-aromatic heterocyclyl;
• and
• Rx is a C1-2 alkyl;
• and Rx is a methyl group.

A compound of formula (If)

• wherein:
• R2 is substituted or unsubstituted C1-8 alkyl, substituted or unsubstituted saturated cycloalkyl, substituted or unsubstituted alkylcycloalkyl, substituted or unsubstituted non-aromatic heterocyclyl;
• and
• Rx is an ethyl group.