Stereoisomerically Enriched 3-Aminocarbonyl Bicycloheptene Pyrimidinediamine Compounds And Their Uses

A compound according to structural formula (1):

• including prodrugs, salts, hydrates, solvates and N-oxides thereof, that is enriched in the corresponding diastereomer of structural formula (Ia):
• wherein:
• each R1 is independently selected from the group consisting of hydrogen, lower alkyl, —(CH2)n—OH, —ORa, —O(CH2)n—Ra, —O(CH2)n—Rb, —C(O)ORa, halo, —CF3 and —OCF3;
• each R2 is independently selected from the group consisting of hydrogen, lower alkyl, —ORa, —O(CH2)n—Ra, —O(CH2)n—Rb, —NHC(O)Ra, halo, —CF3, —OCF3,
• each R3 is independently selected from the group consisting of hydrogen, lower alkyl, —(CH2),n—OH, —ORa, —O(CH2)n—Ra, —O(CH2)n—Rb, halo, —CF3, —OCF3,
• each R4 is independently selected from the group consisting of hydrogen, lower alkyl, arylalkyl, —OR , —NRcRc, —C(O)Ra, —C(O)ORa and —C(O)NRcRc;
• R5 is hydrogen, halo, fluoro, —CN, —NO2, CO2Ra or —CF3;
• each n is independently an integer from 1 to 3;
• each Ra is independently selected from the group consisting of hydrogen, lower alkyl and lower cycloalkyl;
• each Rb is independently selected from the group consisting of —ORa, —CF3, —OCF3, —NRcRc, —C(O)Ra, —C(O)ORa, —C(O)NRcRc and —C(O)NRaRd;
• each Rc is independently selected from the group consisting of hydrogen and lower alkyl, or, alternatively, two Rc substituents may be taken together with the nitrogen atom to which they are bonded to form a 5-7 membered saturated ring which optionally includes 1-2 additional heteroatomic groups selected from O, NRa, NRa—C(O)Ra, NRa—C(O)ORa and NRa—C(O)NRa;
• and
• each Rd is independently lower mono-hydroxyalkyl or lower di-hydroxyalkyl.