Process for the synthesis of quinazolinones

A process for synthesizing a compound or a library of compounds represented by Formula 1A:

• wherein:
• R1 is selected from a group consisting of —C1-10 alkyl, —OC1-4 alkyl, —C4-10 saturated or partially unsaturated cyclo alkyl, heteroaryl, aryl substituted with R3, R4, and R5, and —C1-4 alkyl substituted with one or more of aryl or heteroaryl;
• R2 is selected from H, —C1-4 alkyl, —COOH, —COOC1-4 alkyl, —NO2, —NH2, —C1-8 alkyl-C(O)—NH2, —NHC1-6 alkyl, aryl-C(O)—NH2, —CN, —O—C1-4 alkyl, and halogen;
• X represents —(CH2)1-4-;
• Y represents —C1-4 alkyl, —C4-10 cycloalkyl, or aryl substituted with R6, R7, and R8;
• R3, R4, and R5 independently at each occurrence represent H, —CF3, —OCF3, halogen, —OC1-4alkyl or —C1-6 alkyl;
• R6, R7, and R8 independently at each occurrence represent H, —O—C1-4 alkyl, alkyl, —O—Ph—O-alkyl, —O—Ph-alkyl, —Ph, halogen, or —CN;
• alternatively when R6 and R7 along with the phenyl ring to which they are attached represent
• R8 is H;
• and
• R10 represents H, C1-C4 alkyl, benzyl, substituted benzyl, C2-C6 alkelene, substituted alkyl, or —(CH2)1-3-COOC1-4 alkyl;
• said process comprising:
• reacting a compound of Formula C
• with a compound of Formula D
• followed by optional treatment with an aminomethyl polystyrene resin, to yield a compound of Formula 1A
• where R1, R2, R10 and Y are as defined above.

A process for synthesizing of a compound or a library of compounds of Formula 1B

• wherein:
• R1 is selected from a group consisting of —C1-10 alkyl, —OC1-4 alkyl, —C4-10 saturated or partially unsaturated cyclo alkyl, heteroaryl, aryl substituted with R3, R4, and R5, and —C1-4 alkyl substituted with one or more of aryl or heteroaryl;
• R2 is selected from H, —C1-4 alkyl, —COOH, —COOC1-4 alkyl, —NO2, —NH2, —CO1-8 alkyl-C(O)—NH2, —NHC1-6 alkyl, aryl-C(O)—NH2, —CN, —O—C1-4 alkyl, and halogen;
• X represents —(CH2)1-4-;
• Y represents —C1-6 alkyl, —C4-10 cycloalkyl, or aryl substituted with R6, R7, and R8;
• R3, R4, and R5 independently at each occurrence represent H, —CF3, —OCF3, halogen, —OC1-4 alkyl or —C1-6 alkyl;
• R6, R7, and R8 independently at each occurrence represent H, —O—C1-4 alkyl, alkyl, —O—Ph—O-alkyl, —O—Ph-alkyl, —Ph, halogen, or —CN;
• alternatively when R6 and R7 along with the phenyl ring to which they are attached represent
• R8 H;
• and
• R10 represents H;
• said process comprising:
• oxidizing a compound of Formula 1A,
• wherein X, Y, R1, R2, and R10 are as defined above, followed by treating with an aminomethyl polystyrene resin, to yield a compound of Formula 1B.