反应 #1869185

ord-06b6e82898044d80ac59438df31c00cd

反应方程式

Brc1cccc2ccncc12
8-bromo-isoquinoline
CCOC(C=O)OCC
diethoxy-acetaldehyde
O=c1[nH]ccc2cccc(Br)c12
8-bromo-2H-isoquinolin-1-one

反应条件

详细条件
See reaction.notes.procedure_details.

后处理

  1. 1
    其他Brown, et al., Synthesis (2002), (1), 83-86

实验过程

The isoquinolin-8-yl system can be prepared from the appropriately substituted benzylamine by cyclocondensation with diethoxy-acetaldehyde (see, for example, K. Kido and Y. Watanabe, Chemical & Pharmaceutical Bulletin, 35(12), 4964-6; 1987). Alternatively 8-bromo-isoquinoline (prepared by the method of F. T. Tyson, J.A.C.S., 1939, 61, N. Briet et al., Tetrahedron (2002), 58(29), 5761-5766 or W. D. Brown, et al., Synthesis (2002), (1), 83-86. 183 can be subjected to N-oxidation and rearrangement to give 8-bromo-2H-isoquinolin-1-one. This can be N-methylated to give 8-bromo-2-methyl-2H-isoquinolin-1-one, an appropriate intermediate for the 2-methyl-1-oxo-1,2-dihydroisoquinolin-8-yl system.

来源

DOI: 10.6084/m9.figshare.5104873.v1专利: US07498326B2uspto-grants-2009_03