Methyl 1-but-3-en-1-yl-3-cyclohexyl-2-(2-vinylphenyl)-1H-indole-6-carboxylate → HCID 68505449, compound

HRID 1714045Notes

Reaction equation

HRID 1714045 reaction equation
[CH2:1]([N:5]1[C:13]2[C:8](=[CH:9][CH:10]=[C:11]([C:14]([O:16][CH3:17])=[O:15])[CH:12]=2)[C:7]([CH:18]2[CH2:23][CH2:22][CH2:21][CH2:20][CH2:19]2)=[C:6]1[C:24]1[CH:29]=[CH:28][CH:27]=[CH:26][C:25]=1[CH:30]=[CH2:31])[CH2:2]C=C>C(Cl)Cl.C1(C2C3C=CC(C(O)=O)=CC=3N3CCN(C)CC4C=C(OC)C=CC=4C=23)CCCCC1>[CH:18]1([C:7]2[C:8]3[CH:9]=[CH:10][C:11]([C:14]([O:16][CH3:17])=[O:15])=[CH:12][C:13]=3[N:5]3[CH2:1][CH2:2][CH:31]=[CH:30][C:25]4[CH:26]=[CH:27][CH:28]=[CH:29][C:24]=4[C:6]=23)[CH2:19][CH2:20][CH2:21][CH2:22][CH2:23]1

Participants

4

Reactant 1

HCID 44155798Methyl 1-but-3-en-1-yl-3-cyclohexyl-2-(2-vinylphenyl)-1H-indole-6-carboxylate

Product 1

HCID 68505449HCID 68505449, compoundYield 68%

Reagents, catalysts & solvents 2

HCID 42640442HCID 42640442, compoundCatalystHCID 6344DichloromethaneSolvent

Procedure

Methyl 1-but-3-en-1-yl-3-cyclohexyl-2-(2-vinylphenyl)-1H-indole-6-carboxylate was dissolved in DCM (0.02M) and treated with Zhan catalyst 1 (0.3 eq) at 35° C. for 1 h. After evaporation of solvent in vacuo the residue was purified by chromatography (PE/EtOAc 9:1) to afford the title compound (68%); MS (ES+) m/z 386 (M+H)+.

Workup

  1. customAfter evaporation of solvent in vacuo the residue
  2. customwas purified by chromatography (PE/EtOAc 9:1)

Sources & evidence

ORD record
ord-1023c48b2e564c5a95454ef47d3dfae8
Source dataset
uspto-grants-2010_09
Patent number
US07795247B2

Reaction notes

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