5-(3,4,5-Trimethoxyphenyl)-1,3-cyclohexanedione → HCID 86732306, compound

HRID 517187Notes

Reaction equation

HRID 517187 reaction equation
[C:1]([C:3]1[CH:8]=[CH:7][C:6]([CH:9]([C:24]2[C:29](=[O:30])[CH2:28][CH:27]([C:31](F)(F)F)[CH2:26][C:25]=2[OH:35])[NH:10][C:11]([NH:13][C:14]2[CH:19]=[CH:18][CH:17]=[C:16]([C:20]([F:23])([F:22])[F:21])[CH:15]=2)=[O:12])=[CH:5][CH:4]=1)#[N:2].[CH3:36][O:37][C:38]1[CH:39]=C(C2CC(=O)CC(=O)C2)[CH:41]=[C:42]([O:46][CH3:47])[C:43]=1[O:44][CH3:45]>>[C:1]([C:3]1[CH:4]=[CH:5][C:6]([CH:9]([C:24]2[C:29](=[O:30])[CH2:28][CH:27]([C:31]3[CH:39]=[C:38]([O:37][CH3:36])[C:43]([O:44][CH3:45])=[C:42]([O:46][CH3:47])[CH:41]=3)[CH2:26][C:25]=2[OH:35])[NH:10][C:11]([NH:13][C:14]2[CH:19]=[CH:18][CH:17]=[C:16]([C:20]([F:22])([F:21])[F:23])[CH:15]=2)=[O:12])=[CH:7][CH:8]=1)#[N:2]

Participants

3

Reactant 2

HCID 46083045-(3,4,5-Trimethoxyphenyl)-1,3-cyclohexanedioneHCID 86732301HCID 86732301, compound2×

Product 1

HCID 86732306HCID 86732306, compound

Procedure

The title compound is prepared in analogy to 1-((4-cyanophenyl)(2-hydroxy-6-oxo-4-(tri-fluoromethyl)cyclohex-1-enyl)methyl)-3-(3-(trifluoromethyl)phenyl)urea (intermediate 12), using 5-(3,4,5-trimethoxyphenyl)cyclohexane-1,3-dione (300 mg, 1.08 mmol) as starting material. Yield: 590 mg; ESI mass spectrum [M+H]+=596, Retention time HPLC: 0.76 min (V011_S01).

Workup

  1. custom0.76 min (V011_S01)

Sources & evidence

ORD record
ord-bd91dd1f258c4a5cad79a533632c2cf3
Source dataset
uspto-grants-2015_08
Patent number
US09115093B2

Reaction notes

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