Nonchromatographic Isolation of 2-Alkyl-2H-1,2,3-Triazoles in the Synthesis of NK3 Receptor Antagonists

被引：1

作者：

Wang, Huan ^{[1
]}

Yin, Hao ^{[1
]}

机构：

[1] GlaxoSmithKline Inc, Chem Dev, King Of Prussia, PA 19406 USA

来源：

ORGANIC PROCESS RESEARCH & DEVELOPMENT | 2010年 / 14卷 / 02期

关键词：

AZIDE-ALKYNE CYCLOADDITION; TERMINAL ALKYNES; OXIDATION;

D O I：

10.1021/op900320j

中图分类号：

O69 [应用化学];

学科分类号：

081704 ;

摘要：

A nonchromatographic isolation of a 2-alkyl-2H-triazole from a 1:1 mixture with the corresponding 1-alkyl-1H isomer was developed in a scalable synthesis of a synthetic intermediate for NK3 receptor antagonists. Based on the fundamental nucleophilicity difference in die isomeric triazoles, this method could he used as a general tactic in the isolation of 2H-triazoles.

引用

页码：474 / 476

页数：3

共 50 条

[1] Synthesis of 1,2,3-triazoles
Dolly
Batanero, B
Barba, F
HETEROCYCLES, 2004, 63 (05) : 1175 - 1180
[2] SYNTHESIS OF 1,2,3-TRIAZOLES
ANANTHANARAYANAN, C
RAMAKRISHNAN, VT
INDIAN JOURNAL OF CHEMISTRY SECTION B-ORGANIC CHEMISTRY INCLUDING MEDICINAL CHEMISTRY, 1989, 28 (03): : 228 - 230
[3] Base-induced synthesis of N-dialkylaminomethyl-2H-1,2,3-triazoles from N-sulfonyl-1,2,3-triazoles
Jiang, Yu
Wang, Qiang
Sun, Run
Tang, Xiang-Ying
Shi, Min
ORGANIC CHEMISTRY FRONTIERS, 2016, 3 (06): : 744 - 748
[4] Synthesis of Deuterated 1,2,3-Triazoles
Akula, Hari K.
Lakshman, Mahesh K.
JOURNAL OF ORGANIC CHEMISTRY, 2012, 77 (20): : 8896 - 8904
[5] NEW SYNTHESIS OF 1,2,3-TRIAZOLES
BECK, G
GUNTHER, D
CHEMISCHE BERICHTE-RECUEIL, 1973, 106 (09): : 2758 - 2766
[6] NEW SYNTHESIS OF 1,2,3-TRIAZOLES
REES, CW
SALE, AA
JOURNAL OF THE CHEMICAL SOCIETY D-CHEMICAL COMMUNICATIONS, 1971, (11): : 532 - &
[7] Efficient synthesis of 2-substituted-1,2,3-triazoles
Kalisiak, Jaroslaw
Sharpless, K. Barry
Fokin, Vallery V.
ORGANIC LETTERS, 2008, 10 (15) : 3171 - 3174
[8] A facile synthesis of 2-methyl-1,2,3-triazoles
Xu, BH
Hu, YZ
JOURNAL OF CHEMICAL RESEARCH, 2003, (02) : 96 - 97
[9] Copper Catalyzed Synthesis of 2H-1,2,3-Triazoles in Green Solvent
Bi, Jingjing
Sun, Xiaoxiao
Gao, Song
Chen, Changpo
Zhang, Guisheng
CHINESE JOURNAL OF ORGANIC CHEMISTRY, 2021, 41 (07) : 2760 - 2766
[10] SYNTHESIS OF ACYL-SUBSTITUTED 1,2,3-TRIAZOLES AND VINYL-SUBSTITUTED 1,2,3-TRIAZOLES
VERESHCHAGIN, LI
TIKHONOVA, LG
MAKSIKOVA, AV
GAVRILOV, LD
GAREEV, GA
ZHURNAL ORGANICHESKOI KHIMII, 1979, 15 (03): : 612 - 618

← 1 2 3 4 5 →