Journal
ORGANIC PROCESS RESEARCH & DEVELOPMENT
Volume 16, Issue 2, Pages 244-249Publisher
AMER CHEMICAL SOC
DOI: 10.1021/op2003634
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1-(Piperidin-4-yl)-1H-imidazo[4,5-b]pyridin-2(3H)-one (1) is a privileged substructure found in >1000 unique CGRP receptor antagonists. Two practical and efficient syntheses of 1 are described from complementary starting materials. One route features a chemoselective reductive amination, while the second route utilizes a Pd-catalyzed amination using an ammonia surrogate to overcome an issue of poor selectivity.
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