4-(5-Trifluoromethyl-pyridin-2-yloxy)-phenol → 3-Methyl-piperidine-1-carboxylic acid 4-(5-trifluoromethylpyridin-2-yloxy)-phenyl ester

HRID 1179757

Reaction equation

HRID 1179757 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-].C[N+]1C=CN([C:26]([N:28]2[CH2:33][CH2:32][CH2:31][CH:30]([CH3:34])[CH2:29]2)=[O:27])C=1>>[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:26]([N:28]3[CH2:33][CH2:32][CH2:31][CH:30]([CH3:34])[CH2:29]3)=[O:27])=[CH:14][CH:15]=2)=[N:7][CH:8]=1

Participants

3

Reactant 2

HCID 1552414-(5-Trifluoromethyl-pyridin-2-yloxy)-phenolHCID 431454173-methyl-1-(3-methylpiperidine-1-carbonyl)-1H-imidazol-3-ium iodide

Product 1

HCID 236356343-Methyl-piperidine-1-carboxylic acid 4-(5-trifluoromethylpyridin-2-yloxy)-phenyl ester

Procedure

The title compound was prepared from 4-(5-trifluoromethyl-pyridin-2-yloxy)-phenol and 1-methyl-3-(3-methyl-piperidine-1-carbonyl)-3H-imidazol-1-ium iodide. The crude product was purified by flash chromatography using a Quad flash 25 (ethyl acetate/heptane (1:6), (75%, white crystals). HPLC-MS m/z=381.1 (M+1), Rt: 5.4 min.

Workup

  1. customThe crude product was purified by flash chromatography

Sources & evidence

ORD record
ord-85fef22f33ad4974931d0a338bf7eb97
Source dataset
uspto-grants-2007_10
Patent number
US07279470B2

Linked notes

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