4-(5-Trifluoromethyl-pyridin-2-yloxy)-phenol → (4-Chloro-phenyl)-methyl-carbamic acid 4-(5-trifluoromethylpyridin-2-yloxy)-phenyl ester

HRID 1179743Notes

Reaction equation

HRID 1179743 reaction equation
[F:1][C:2]([F:18])([F:17])[C:3]1[CH:4]=[CH:5][C:6]([O:9][C:10]2[CH:15]=[CH:14][C:13]([OH:16])=[CH:12][CH:11]=2)=[N:7][CH:8]=1.[I-].[Cl:20][C:21]1[CH:26]=[CH:25][C:24]([N:27]([CH3:36])[C:28](N2C=C[N+](C)=C2)=[O:29])=[CH:23][CH:22]=1>C(OCC)(=O)C.CCCCCCC>[F:18][C:2]([F:1])([F:17])[C:3]1[CH:4]=[CH:5][C:6]([O:9][C:10]2[CH:11]=[CH:12][C:13]([O:16][C:28](=[O:29])[N:27]([C:24]3[CH:25]=[CH:26][C:21]([Cl:20])=[CH:22][CH:23]=3)[CH3:36])=[CH:14][CH:15]=2)=[N:7][CH:8]=1

Participants

4

Reactant 2

HCID 1552414-(5-Trifluoromethyl-pyridin-2-yloxy)-phenolHCID 220477983-[(4-chlorophenyl)-methyl-carbamoyl]-1-methyl-3H-imidazol-1-ium iodide

Product 1

HCID 10310052(4-Chloro-phenyl)-methyl-carbamic acid 4-(5-trifluoromethylpyridin-2-yloxy)-phenyl ester

Reagents, catalysts & solvents 1

HCID 21899848Ethylacetate heptaneSolvent

Procedure

The title compound was prepared from 4-(5-trifluoromethyl-pyridin-2-yloxy)-phenol and 3[(4-chlorophenyl)-methyl-carbamoyl]-1-methyl-3H-imidazol-1-ium iodide. The crude product was subjected to flash chromatography (ethyl acetate/heptan, 1:5) (77%, white crystals). HPLC-MS m/z=423.1 (M+1), Rt: 5.3 min.

Sources & evidence

ORD record
ord-202c351024fa4fefacce5839b70cf5d3
Source dataset
uspto-grants-2007_10
Patent number
US07279470B2

Reaction notes

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