Allyl bromide → HCID 53979939, compound
Reaction equation
[CH2:1]([O:3][C:4]([C:6]1[C:18]2[C:17]3[C:12](=[CH:13][CH:14]=[C:15]([NH2:19])[CH:16]=3)[NH:11][C:10]=2[CH:9]=[N:8][CH:7]=1)=[O:5])[CH3:2].N1(C2CCCCCCCCCC2)CCCCCC[CH2:24][CH2:23][CH2:22]N1.[CH2:42](Br)[CH:43]=[CH2:44]>C(O)C>[CH2:1]([O:3][C:4]([C:6]1[C:18]2[C:17]3[C:12](=[CH:13][CH:14]=[C:15]([N:19]([CH2:44][CH:43]=[CH2:42])[CH2:24][CH:23]=[CH2:22])[CH:16]=3)[NH:11][C:10]=2[CH:9]=[N:8][CH:7]=1)=[O:5])[CH3:2]Participants
5
Reactant 3
Product 1
Reagents, catalysts & solvents 1
Procedure
A solution of 0.28 g of 6-amino-β-carboline-4-carboxylic acid ethyl ester, 0.18 g of diazabicycloundecane and 0.26 g of allylbromide in 5 ml of ethanol is heated for 3 hours to 70° C. Then the solution is evaporated. The evaporation residue is extracted with ethyl acetate and water, the combined extracts are evaporated and chromatographed on silica gel with methylene chloride/methanol=5:1. Yield: 0.05 g.
Workup
- customThen the solution is evaporated
- extractionThe evaporation residue is extracted with ethyl acetate and water
- customthe combined extracts are evaporated
- customchromatographed on silica gel with methylene chloride/methanol=5:1
Sources & evidence
- ORD record
- ord-725422a58abb4fc2a0e8a033cd31051b
- Source dataset
- uspto-grants-1988_03
- Patent number
- US04731358
Reaction notes
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