Synthesis toward CRHR1 Antagonists through 2,7-Dimethylpyrazolo[1,5-α][1,3,5]triazin-4(3H)-one C-H Arylation

被引：7

作者：

Long, Jinghai ^{[1
]}

Lee, Woong-Sup ^{[1
]}

Chough, Chieyeon ^{[1
]}

Bae, Il Hak ^{[1
]}

Kim, B. Moon ^{[1
]}

机构：

[1] Seoul Natl Univ, Coll Nat Sci, Dept Chem, Seoul 151747, South Korea

来源：

JOURNAL OF ORGANIC CHEMISTRY | 2015年 / 80卷 / 09期

基金：

新加坡国家研究基金会;

关键词：

CORTICOTROPIN-RELEASING-FACTOR; HORMONE TYPE-1 RECEPTOR; CATALYZED DIRECT ARYLATION; FACTOR CRF RECEPTOR; STRESS-INDUCED RELAPSE; BEHAVIORAL-RESPONSES; IMAGING AGENTS; RAT-BRAIN; NONPEPTIDE ANTAGONIST; PYRAZOLE DERIVATIVES;

D O I：

10.1021/jo502894r

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A novel synthetic protocol for 8-aryl substituted pyrazolo[1,5-alpha] [1,3,5]triazin-4(3H)-ones was developed employing Pd-catalyzed C-H arylation. The reaction yield was influenced by the presence of a phosphine ligand, pivalic acid, and base selection. With the use of 5-10 mol % catalyst, reactions of 2 with p- or m-substituted aryl bromides proceeded in moderate to good yields. Lower yields were observed with o-substituted aryl bromides. Using this method a precursor for MJL1-109-2, a known nonpeptide CRHR-1 antagonist, was successfully synthesized.

引用

页码：4716 / 4721

页数：6

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