Pyrrolo[2,3-d]pyrimidines that modulate ACK1 activity

A compound having the structure:

• including stereoisomers thereof, tautomers thereof, solvates thereof, and pharmaceutically acceptable salts thereof, wherein:
• R6 is a (cycloheteroalkyl)methyl moiety, wherein the cycloheteroalkyl portion of said moiety is a saturated 5- or 6-membered heteroalkyl ring containing at least one oxygen or sulfur heteroatom;
• R7 is aryl or heteroaryl, each optionally substituted with alkylaminosulfonyl, dialkylaminosulfonyl, (heterocycloalkyl)alkylaminosulfonyl, di(alkyloxyalkyl)aminosulfonyl, alkyloxyalkylaminosulfonyl, N-morpholinosulfonyl, N-morpholinoalkylaminosulfonyl, carboxylakylaminosulfonyl, alkyloxycarbonylalkylaminosulfonyl, alkylaminocarbonyl, dialkylaminocarbonyl, (heterocycloalkyl)alkylaminocarbonyl, di(alkyloxyalkyl)aminocarbonyl, alkyloxyalkylaminocarbonyl, N-morpholinocarbonyl, N-morpholinoalkylaminocarbonyl, carboxylakylaminocarbonyl, alkyloxycarbonylalkylaminocarbonyl, cycloalkylamioncarbonyl, alkyloxy, alkylaminoalkyloxy, (dialkylamino)alkyloxy, N-morpholinoalkyloxy, or N-azacycloalkylalkyloxy, wherein each of the foregoing optional substituents is itself optionally substituted;
• and
• R8 is hydrogen, alkyl, substituted alkyl, alkylcarbonyl, substituted alkylcarbonyl, arylcarbonyl, substituted arylcarbonyl, arylalkylcarbonyl, arylalkylcarbonyl, substituted arylalkylcarbonyl, alkylsulfonyl, substituted alkylsulfonyl, arylsulfonyl, substituted arylsulfonyl, arylalkylsulfonyl, substituted arylalkylsulfonyl, trialkylsilyl substituted trialkylsilyl, triarylalkylsilyl, substituted triarylalkylsilyl, formyl, diarylthiophosphinyl, or substituted diarylthiophosphinyl.

A method of treating a proliferative disease comprising administering to a subject in need thereof, an effective amount of a compound having the structure:

• wherein
• X is OR2, NR2R3, or SR2;
• Y is substituted or unsubstituted alkyl, substituted or unsubstituted cycloalkyl, substituted or unsubstituted alkenyl;
• substituted or unsubstituted alkynyl, substituted or unsubstituted aryl, substituted or unsubstituted aralkyl, substituted or unsubstituted heterocycloalkyl, or substituted or unsubstituted heteroaryl;
• R1 is substituted or unsubstituted alkynyl, substituted or unsubstituted alkenyl, substituted or unsubstituted aryl, substituted or unsubstituted heterocycloalkyl, or substituted or unsubstituted heteroaryl, wherein the substituents are selected from the group consisting of F, Cl, Br, I, and C1-6alkyl, optionally substituted with one or more of F, Cl, Br, or I, or C1-6 alkoxy, optionally substituted with one or more of F, Cl, Br, or I;
• and
• R2 and R3 are independently H, substituted or unsubstituted alkyl, substituted or unsubstituted alkenyl, substituted or unsubstituted aryl, substituted or unsubstituted aralkyl, substituted or unsubstituted heterocycloalkyl;
• substituted or unsubstituted (heterocycloalkyl)alkyl;
• substituted or unsubstituted heteroaryl;
• or substituted or unsubstituted (heteroaryl)alkyl;
• or R2 and R3, together with the N to which they are attached, form a substituted or unsubstituted heterocycloalkyl or heteroaryl.