반응 #46419

ord-f427351b56674f3a85268d35de7ed3f4

반응 방정식

CN(C)CCN1C(=O)c2cccc3cc4cccc(N)c4c(c23)C1=O
11-amino-2-[2-(dimethylamino)ethyl]-1H-dibenzo[de,h]isoquinoline-1,3(2H)-dione
CCN(CC)CC
triethylamine
CC(C)COC(=O)Cl
isobutyl chloroformate
CC(C)COC(=O)Nc1cccc2cc3cccc4c3c(c12)C(=O)N(CCN(C)C)C4=O
desired product
수율 7.0%
CC(C)COC(=O)Nc1cccc2cc3cccc4c3c(c12)C(=O)N(CCN(C)C)C4=O
isobutyl {2-[2-(dimethylamino)ethyl]-1,3-dioxo-2,3-dihydro-1H-dibenzo[de,h]isoquinolin-11-yl}carbamate
수율 7.0%

반응 조건

상세 조건
See reaction.notes.procedure_details.

후처리

  1. 1
    기타The solvent was then evaporated under reduced pressure

실험 절차

100 mg of 11-amino-2-[2-(dimethylamino)ethyl]-1H-dibenzo[de,h]isoquinoline-1,3(2H)-dione (obtained in example 3) (0.30 mmole) were dissolved in 6 ml of dichloromethane. 85 μl (2 molar equivalent) of triethylamine and 78 μl (2 molar equivalent) of isobutyl chloroformate were respectively added. The reaction mixture was maintained at room temperature for 3 hours. The solvent was then evaporated under reduced pressure and the residue was submitted to a flash chromatography (SiO2, CH2Cl2/MeOH 95/5) to provide 92 mg (yield=7%) of the desired product (formula shown hereinabove) as an orange powder which was characterized as follows:

출처

DOI: 10.6084/m9.figshare.5104873.v1특허: US07741337B2uspto-grants-2010_06