Reaction equation
C(OC(=O)[NH:7][CH:8]([CH2:21][C:22]1[C:30]2[C:25](=[CH:26][CH:27]=[CH:28][CH:29]=2)[NH:24][CH:23]=1)[C:9]([N:11]1[CH2:20][CH2:19][C:18]2[C:13](=[CH:14][CH:15]=[CH:16][CH:17]=2)[CH2:12]1)=[O:10])(C)(C)C.FC(F)(F)C(O)=O>C(Cl)Cl>[NH2:7][CH:8]([CH2:21][C:22]1[C:30]2[C:25](=[CH:26][CH:27]=[CH:28][CH:29]=2)[NH:24][CH:23]=1)[C:9]([N:11]1[CH2:20][CH2:19][C:18]2[C:13](=[CH:14][CH:15]=[CH:16][CH:17]=2)[CH2:12]1)=[O:10]Participants
4
Procedure
[2-(3,4-Dihydro-1H-isoquinolin-2-yl)-1-(1H-indol-3-ylmethyl)-2-oxo-ethyl]-carbamic acid tert-butyl ester (2.90 g, 6.91 mmol) was dissolved in CH2Cl2 (10 ml). Trifluoroacetic acid (10 ml) was added and the mixture was stirred for 90 minutes at r.t. until analytical HPLC indicated complete consumption of the starting material. The solvent was evaporated, the residue was taken up in ethyl acetate, washed (water), and dried (Na2SO4). After evaporation of the solvent, the title compound, MS: m/e=320.4 (M+H+), (1.73 g, 69%) was obtained by chromatographic purification of the residue (silica gel, MeOH, CH2Cl2).
Workup
- customconsumption of the starting material
- customThe solvent was evaporated
- washwashed (water)
- dry with materialdried (Na2SO4)
- customAfter evaporation of the solvent
Sources & evidence
- ORD record
- ord-05eaa31a454444a3bfa6c62e77e4dcba
- Source dataset
- uspto-grants-2008_05
- Patent number
- US07375099B2
Linked notes
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