Journal
ORGANIC PROCESS RESEARCH & DEVELOPMENT
Volume 12, Issue 6, Pages 1201-1208Publisher
AMER CHEMICAL SOC
DOI: 10.1021/op800176e
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The development of a scalable synthesis of a potent cholecystokinin (CCK) 1R receptor agonist is described. The focus on a rapid short-term delivery rather than longer-term development allowed for the preparation of multihundred gram quantities to support aggressive timelines and evaluate safety and pharmacological studies. Key improvements involved streamlining the preparation of imidazole acid 7 and discovery of a more efficient preparation of naphthyl piperazine fragment 23, including an improved preparation of 3-bromonaphthallic anhydride 16.
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