HCID 86732302, compound → 1-((4-Cyanophenyl)(2-ethoxy-6-oxo-4-(3,4,5-trimethoxyphenyl)cyclohex-1-enyl)-methyl)-3-(3-(trifluoromethyl)phenyl)urea

HRID 517188Notes

Reaction equation

HRID 517188 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[O:35][CH2:36][CH3:37])[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].C(C1C=CC(C(C2C(=O)CC(C3[CH:73]=[C:72]([O:74][CH3:75])[C:71]([O:76][CH3:77])=[C:70]([O:78][CH3:79])[CH:69]=3)CC=2O)NC(NC2C=CC=C(C(F)(F)F)C=2)=O)=CC=1)#N>>[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]3[CH:69]=[C:70]([O:78][CH3:79])[C:71]([O:76][CH3:77])=[C:72]([O:74][CH3:75])[CH:73]=3)[CH2:26][C:25]=2[O:35][CH2:36][CH3:37])[NH:10][C:11]([NH:13][C:14]2[CH:19]=[CH:18][CH:17]=[C:16]([C:20]([F:21])([F:22])[F:23])[CH:15]=2)=[O:12])=[CH:5][CH:4]=1)#[N:2]

Participants

3

Reactant 2

HCID 86732302HCID 86732302, compound2×HCID 86732306HCID 86732306, compound2×

Product 1

HCID 867323071-((4-Cyanophenyl)(2-ethoxy-6-oxo-4-(3,4,5-trimethoxyphenyl)cyclohex-1-enyl)-methyl)-3-(3-(trifluoromethyl)phenyl)urea

Procedure

The title compound is prepared in analogy to 1-((4-cyanophenyl)(2-ethoxy-6-oxo-4-(tri-fluoromethyl)cyclohex-1-enyl)methyl)-3-(3-(trifluoromethyl)phenyl)urea (intermediate 13), using 1-((4-cyanophenyl)(2-hydroxy-6-oxo-4-(3,4,5-trimethoxyphenyl)cyclohex-1-enyl)-methyl)-3-(3-(trifluoromethyl)phenyl)urea (intermediate 18, 680 mg, 1.14 mmol) as starting material. Yield: 684 mg; ESI mass spectrum [M+H]+=624, Retention time HPLC: 1.27 min (V011_S01).

Workup

  1. custom1.27 min (V011_S01)

Sources & evidence

ORD record
ord-9e6a59563f6e44958e2e73eafc88bf07
Source dataset
uspto-grants-2015_08
Patent number
US09115093B2

Reaction notes

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