HCID 44538443, compound → HCID 67106249, compound

HRID 1854698Notes

Reaction equation

HRID 1854698 reaction equation
[OH:1][C:2]1[CH:3]=[CH:4][C:5]([N+:24]([O-])=O)=[C:6](/[CH:8]=[CH:9]/[C:10](=[O:23])[CH2:11][C:12](=[O:22])/[CH:13]=[CH:14]/[C:15]2[CH:20]=[CH:19][C:18]([OH:21])=[CH:17][CH:16]=2)[CH:7]=1.OC1C=CC(/C=C/C(=O)CC(=O)/C=C/C2C=CC=CC=2[N+]([O-])=O)=CC=1>>[NH2:24][C:5]1[CH:4]=[CH:3][C:2]([OH:1])=[CH:7][C:6]=1/[CH:8]=[CH:9]/[C:10](=[O:23])[CH2:11][C:12](=[O:22])/[CH:13]=[CH:14]/[C:15]1[CH:16]=[CH:17][C:18]([OH:21])=[CH:19][CH:20]=1

Participants

3

Reactant 2

HCID 44538443HCID 44538443, compoundHCID 67107578HCID 67107578, compound

Product 1

HCID 67106249HCID 67106249, compound

Procedure

The title compound was synthesized using the same procedure employed for Example 349, but with (1E,6E)-1-(5-hydroxy-2-nitrophenyl)-7-(4-hydroxyphenyl)hepta-1,6-diene-3,5-dione (26 mg, 73 μmol, synthesized in Example 106) as the starting material instead of (1E,6E)-1-(4-hydroxyphenyl)-7-(2-nitrophenyl)hepta-1,6-diene-3,5-dione, and was purified by silica gel column chromatography eluting with hexane/ethyl acetate=60/40 to 30/70. The product was obtained as a solid (6.8 mg, 37%) having the following characteristics.

Workup

  1. washeluting with hexane/ethyl acetate=60/40 to 30/70

Sources & evidence

ORD record
ord-2cb6dd632fb649d3842f4df642cf6db1
Source dataset
uspto-grants-2015_02
Patent number
US08962674B2

Reaction notes

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