CPC C07D 519/00 (2013.01) [B01J 31/1805 (2013.01); B01J 31/1845 (2013.01); B01J 31/2226 (2013.01); B01J 31/2252 (2013.01); B01J 31/2295 (2013.01); B01J 2531/824 (2013.01)] | 13 Claims |
1. A process of preparing a crystalline form of a compound of Formula (VIII):
comprising:
(A) combining a compound of Formula (I-B):
with a compound of Formula (II-B):
and a first non-nucleophilic base in a first solvent to provide a compound of Formula (III-B):
(B) combining the compound of Formula (III-B) with a compound of Formula (IV):
a second non-nucleophilic base, and a palladium catalyst in 1-propanol to provide a compound of Formula (V-B):
(C) combining the compound of Formula (V-B) with hydrochloric acid and a palladium scavenger in a second solvent comprising water to provide a compound of Formula (VI-B):
(D) combining the compound of Formula (VI-B) with 3-bromopropionitrile and a third non-nucleophilic base in 1-butanol to provide a compound of Formula (VII-B):
and (E) recrystallizing the compound of Formula (VII-B) in a third solvent and acetonitrile to provide the crystalline form of the compound of Formula (VIII);
wherein n is 0 or 0.5.
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