HCID 49806006, compound → HCID 68555109, compound

HRID 1854708Notes

Reaction equation

HRID 1854708 reaction equation
[CH3:1][N:2]([CH3:29])[C:3]1[C:12]2[C:7](=[CH:8][CH:9]=[CH:10][CH:11]=2)[C:6](/[CH:13]=[CH:14]/[C:15](=[O:28])[CH2:16][C:17](=[O:27])/[CH:18]=[CH:19]/[C:20]2[CH:25]=[CH:24][C:23]([OH:26])=[CH:22][CH:21]=2)=[CH:5][CH:4]=1.CN(C)C1C=CC(/C=C/C(=O)CC(=O)/C=C/C2C=CC(O)=C(OC)C=2)=CC=1>>[CH3:29][N:2]([CH3:1])[C:3]1[C:12]2[C:7](=[CH:8][CH:9]=[CH:10][CH:11]=2)[C:6]([CH2:13][CH2:14][C:15](=[O:28])[CH2:16][C:17](=[O:27])[CH2:18][CH2:19][C:20]2[CH:25]=[CH:24][C:23]([OH:26])=[CH:22][CH:21]=2)=[CH:5][CH:4]=1

Participants

3

Reactant 2

HCID 49806006HCID 49806006, compoundHCID 68553389HCID 68553389, compound

Product 1

HCID 68555109HCID 68555109, compound

Procedure

The title compound was synthesized using the same procedure employed for Example 372, but with (1E,6E)-1-(4-dimethylaminonaphthalen-1-yl)-7-(4-hydroxyphenyl)hepta-1,6-diene-3,5-dione (20 mg, 52 μmol, synthesized in Example 94) 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=90/10 to 80/20. The product was obtained as a gum (16.5 mg, 82%) having the following characteristics.

Workup

  1. washeluting with hexane/ethyl acetate=90/10 to 80/20

Sources & evidence

ORD record
ord-1255355f6fdc4b94b7b19e3aee3a79b3
Source dataset
uspto-grants-2015_02
Patent number
US08962674B2

Reaction notes

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