HCID 44538540, compound → HCID 67106833, compound

HRID 1854699Notes

Reaction equation

HRID 1854699 reaction equation
[CH2:1]([O:8][C:9]1[CH:10]=[CH:11][C:12]([N+:31]([O-])=O)=[C:13](/[CH:15]=[CH:16]/[C:17](=[O:30])[CH2:18][C:19](=[O:29])/[CH:20]=[CH:21]/[C:22]2[CH:27]=[CH:26][C:25]([OH:28])=[CH:24][CH:23]=2)[CH:14]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.OC1C=CC(/C=C/C(=O)CC(=O)/C=C/C2C=CC=CC=2[N+]([O-])=O)=CC=1>>[NH2:31][C:12]1[CH:11]=[CH:10][C:9]([O:8][CH2:1][C:2]2[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=2)=[CH:14][C:13]=1/[CH:15]=[CH:16]/[C:17](=[O:30])[CH2:18][C:19](=[O:29])/[CH:20]=[CH:21]/[C:22]1[CH:23]=[CH:24][C:25]([OH:28])=[CH:26][CH:27]=1

Participants

3

Reactant 2

HCID 44538540HCID 44538540, compoundHCID 67107578HCID 67107578, compound

Product 1

HCID 67106833HCID 67106833, compound

Procedure

The title compound was synthesized using the same procedure employed for Example 349, but with (1E,6E)-1-(5-benzyloxy-2-nitrophenyl)-7-(4-hydroxyphenyl)hepta-1,6-diene-3,5-dione (10 mg, 22 μmol, synthesized in Example 342) 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=75/25 to 60/40. The product was obtained as a solid (3.3 mg, 35%) having the following characteristics.

Workup

  1. washeluting with hexane/ethyl acetate=75/25 to 60/40

Sources & evidence

ORD record
ord-d5371539b12d49c6a6d02c6316da11b6
Source dataset
uspto-grants-2015_02
Patent number
US08962674B2

Reaction notes

Loading…