反应 #1269898

ord-b1fdffb1790a4a76999b951b6d7b47b4

反应方程式

O=C1CCC(=O)N1Br
N-Bromosuccinimide
CC(C)(C)OC(=O)N1Cc2cc(Cl)ccc2-n2cnnc2C1
8-chloro-4H,6H-2,3,5,10b-tetraaza-benzo[e]azulene-5-carboxylic acid tert-butyl ester
CC(C)(C)OC(=O)N1Cc2cc(Cl)ccc2-n2c(Br)nnc2C1
1-bromo-8-chloro-4H,6H-2,3,5,10b-tetraaza-benzo[e]azulene-5-carboxylic acid tert-butyl ester
收率 85.0%

反应条件

详细条件
See reaction.notes.procedure_details.

后处理

  1. 1
    其他for 2 hours
  2. 2
    其他The solvent was removed in vacuo
  3. 3
    其他the residue was purified by chromatography (50 g silica gel, heptane: ethylacetate 1:9 to 1:0)

实验过程

N-Bromosuccinimide (4.50 g, 24.0 mmol) was added to 8-chloro-4H,6H-2,3,5,10b-tetraaza-benzo[e]azulene-5-carboxylic acid tert-butyl ester (7.00 g, 21.8 mmol) in tetrahydrofuran (140 ml). The mixture was stirred in boiling tetrahydrofuran for 2 hours. The solvent was removed in vacuo and the residue was purified by chromatography (50 g silica gel, heptane: ethylacetate 1:9 to 1:0) to yield 7.39 g (85%) 1-bromo-8-chloro-4H,6H-2,3,5,10b-tetraaza-benzo[e]azulene-5-carboxylic acid tert-butyl ester as white solid. MS m/e: 401 (M+H+).

来源

DOI: 10.6084/m9.figshare.5104873.v1专利: US08664216B2uspto-grants-2014_03