Process for the preparation of bromodomain inhibitor

A process of monobrominating a compound of formula VII, wherein the process comprises monobrominating the compound of formula VII to produce a compound of formula VIII, wherein the compounds of formula VII and formula VIII have the following structures:

• wherein:
• R3 is selected from the group consisting of SO2R4, SO2H, CHO, C(O)N(R4)2, and C(O)NH2;
• R4 is H optionally substituted C1-C8 alkyl, optionally substituted C1-C8 cycloalkyl, optionally substituted 4-10 membered heterocyclyl, optionally substituted 6-10 membered aryl, and optionally substituted 5-10 membered heteroaryl;
• and
• wherein the compound of formula VIII has a purity of greater than about 99% by weight.