HCID 24952084, compound → HCID 68551796, compound

HRID 1854709Notes

Reaction equation

HRID 1854709 reaction equation
[OH:1][C:2]1[CH:7]=[CH:6][C:5](/[CH:8]=[CH:9]/[C:10](=[O:25])[CH2:11][C:12](=[O:24])/[CH:13]=[CH:14]/[C:15]2[CH:23]=[C:22]3[C:18]([CH:19]=[CH:20][NH:21]3)=[CH:17][CH:16]=2)=[CH:4][CH:3]=1.CN(C)C1C=CC(/C=C/C(=O)CC(=O)/C=C/C2C=CC(O)=C(OC)C=2)=CC=1>>[OH:1][C:2]1[CH:7]=[CH:6][C:5]([CH2:8][CH2:9][C:10](=[O:25])[CH2:11][C:12](=[O:24])[CH2:13][CH2:14][C:15]2[CH:23]=[C:22]3[C:18]([CH:19]=[CH:20][NH:21]3)=[CH:17][CH:16]=2)=[CH:4][CH:3]=1

Participants

3

Reactant 2

HCID 24952084HCID 24952084, compoundHCID 49806006HCID 49806006, compound

Product 1

HCID 68551796HCID 68551796, compound

Procedure

The title compound was synthesized using the same procedure employed for Example 372, but with (1E,6E)-1-(4-hydroxyphenyl)-7-(1H-indol-6-yl)hepta-1,6-diene-3,5-dione (28 mg, 85 μmol, synthesized in Example 149) as the starting material instead of (1E,6E)-1-(4-dimethylaminophenyl)-7-(4-hydroxy-3-methoxyphenyl)hepta-1,6-diene-3,5-dione, and was purified by silica gel column chromatography eluting with hexane/ethyl acetate=75/25 to 65/35. The product was obtained as a gum (18.4 mg, 66%) having the following characteristics.

Workup

  1. washeluting with hexane/ethyl acetate=75/25 to 65/35

Sources & evidence

ORD record
ord-f26d867740c64ec3be0090b5d2049bda
Source dataset
uspto-grants-2015_02
Patent number
US08962674B2

Reaction notes

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