title: Efficient Syntheses of 1,2,3-Triazoloamide Derivatives Using Solid- and Solution-Phase Synthetic Approaches.
abstract: Efficient synthetic routes for the preparation of secondary and tertiary 1,2,3-triazoloamide derivatives were developed. A secondary α-1,2,3-triazoloamide library was constructed and expanded by a previously developed solid-phase synthetic route and a tertiary 1,2,3-triazoloamide library was constructed by a parallel solution-phase synthetic route. The synthetic routes rely on amide formation with secondary amines and chloro-acid chlorides; SN2 reaction with sodium azide; and the selective [3 + 2] Hüisgen cycloaddition with appropriate terminal alkynes. The target secondary and tertiary 1,2,3-triazoloamide derivatives were obtained with three-diversity points in excellent overall yields and purities using the reported solid- and solution-phase synthetic routes, respectively.
authors.affiliation: College of Pharmacy, Research Institute of Pharmaceutical Sciences, Kyungpook National University, 80 Daehak-ro, Buk-gu, Daegu 702-701, Korea. newkiy@hanmail.net.
authors.forename: Doohyun
authors.initials: D
authors.lastname: Lee
authors.affiliation: College of Pharmacy, Research Institute of Pharmaceutical Sciences, Kyungpook National University, 80 Daehak-ro, Buk-gu, Daegu 702-701, Korea. eogns1201@nate.com.
authors.forename: Daehun
authors.initials: D
authors.lastname: Kim
authors.affiliation: College of Pharmacy, Research Institute of Pharmaceutical Sciences, Kyungpook National University, 80 Daehak-ro, Buk-gu, Daegu 702-701, Korea. tmddusj@naver.com.
authors.forename: Seungyeon
authors.initials: S
authors.lastname: Lee
authors.affiliation: College of Pharmacy, Research Institute of Pharmaceutical Sciences, Kyungpook National University, 80 Daehak-ro, Buk-gu, Daegu 702-701, Korea. eksvnddlv321@naver.com.
authors.forename: Taegeum
authors.initials: T
authors.lastname: Kim
authors.affiliation: College of Pharmacy, Research Institute of Pharmaceutical Sciences, Kyungpook National University, 80 Daehak-ro, Buk-gu, Daegu 702-701, Korea. joobin87@naver.com.
authors.forename: Joobin
authors.initials: J
authors.lastname: Kim
authors.affiliation: College of Pharmacy, Research Institute of Pharmaceutical Sciences, Kyungpook National University, 80 Daehak-ro, Buk-gu, Daegu 702-701, Korea. ksh71051@naver.com.
authors.forename: Sohee
authors.initials: S
authors.lastname: Kim
authors.affiliation: College of Pharmacy, Research Institute of Pharmaceutical Sciences, Kyungpook National University, 80 Daehak-ro, Buk-gu, Daegu 702-701, Korea. dstlkh@knu.ac.kr.
authors.forename: Kwang-Hyeon
authors.initials: KH
authors.lastname: Liu
authors.affiliation: College of Pharmacy, Research Institute of Pharmaceutical Sciences, Kyungpook National University, 80 Daehak-ro, Buk-gu, Daegu 702-701, Korea. tmddusj@naver.com.
authors.forename: Sangkyu
authors.initials: S
authors.lastname: Lee
authors.affiliation: College of Pharmacy, Research Institute of Pharmaceutical Sciences, Kyungpook National University, 80 Daehak-ro, Buk-gu, Daegu 702-701, Korea. baejs@knu.ac.kr.
authors.forename: Jong-Sup
authors.initials: JS
authors.lastname: Bae
authors.affiliation: College of Pharmacy, Research Institute of Pharmaceutical Sciences, Kyungpook National University, 80 Daehak-ro, Buk-gu, Daegu 702-701, Korea. kssong@knu.ac.kr.
authors.forename: Kyung-Sik
authors.initials: KS
authors.lastname: Song
authors.affiliation: Department of Chemistry, Kyungpook National University, 80 Daehak-ro, Buk-gu, Daegu 702-701, Korea. cwcho@knu.ac.kr.
authors.forename: Chang-Woo
authors.initials: CW
authors.lastname: Cho
authors.affiliation: National Institute of Biological Resources, Hwangyeong-ro 42, Seo-gu, Incheon 404-708, Korea. sophy004@korea.kr.
authors.forename: Youn Kyung
authors.initials: YK
authors.lastname: Son
authors.affiliation: College of Pharmacy, Natural Medicine Research Institute, Mokpo National University, 1666 Youngsan-ro, Muan-gun, Jeonnam 534-729, Korea. dbaek@mokpo.ac.kr.
authors.forename: Dong Jae
authors.initials: DJ
authors.lastname: Baek
authors.affiliation: College of Pharmacy, Research Institute of Pharmaceutical Sciences, Kyungpook National University, 80 Daehak-ro, Buk-gu, Daegu 702-701, Korea. tlee@knu.ac.kr.
authors.forename: Taeho
authors.initials: T
authors.lastname: Lee
mesh_terms: D000588:Amines / Q000138:chemical synthesis / Q000737:chemistry*; D060326:Chemistry Techniques, Synthetic; D019906:Nuclear Magnetic Resonance, Biomolecular; D060327:Solid-Phase Synthesis Techniques; D017550:Spectroscopy, Fourier Transform Infrared
chemical_list: D000588:Amines
keywords: 1,2,3-triazoloamide; solid-phase synthesis; solution-phase synthesis