3-(4-Hydroxyphenoxy)-5-(trifluoromethyl)pyridine-2-carbonitrile → 3,4-Dihydro-2H-quinoline-1-carboxylic acid 4-(2-cyano-5-trifluoromethyl-pyridin-3-yloxy)-phenyl Ester

HRID 1179762Notes

Reaction equation

HRID 1179762 reaction equation
[C:1]([C:3]1[C:8]([O:9][C:10]2[CH:15]=[CH:14][C:13]([OH:16])=[CH:12][CH:11]=2)=[CH:7][C:6]([C:17]([F:20])([F:19])[F:18])=[CH:5][N:4]=1)#[N:2].[I-].[N:22]1([C:32](N2C=C[N+](C)=C2)=[O:33])[C:31]2[C:26](=[CH:27][CH:28]=[CH:29][CH:30]=2)[CH2:25][CH2:24][CH2:23]1>ClCCl>[C:1]([C:3]1[C:8]([O:9][C:10]2[CH:11]=[CH:12][C:13]([O:16][C:32]([N:22]3[C:31]4[C:26](=[CH:27][CH:28]=[CH:29][CH:30]=4)[CH2:25][CH2:24][CH2:23]3)=[O:33])=[CH:14][CH:15]=2)=[CH:7][C:6]([C:17]([F:20])([F:18])[F:19])=[CH:5][N:4]=1)#[N:2]

Participants

4

Reactant 2

HCID 43138633-(4-Hydroxyphenoxy)-5-(trifluoromethyl)pyridine-2-carbonitrileHCID 109595761-(3,4-Dihydroquinolin-1(2H)-ylcarbonyl)-3-methyl-1H-imidazol-3-ium Iodide

Product 1

HCID 695191063,4-Dihydro-2H-quinoline-1-carboxylic acid 4-(2-cyano-5-trifluoromethyl-pyridin-3-yloxy)-phenyl Ester

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

The title compound was prepared from 4-(2-cyano-5-trifluoromethyl-pyridin-3-yloxy)-phenol and 3-(3,4-dihydro-2H-quinoline-1-carbonyl)-1-methyl-3H-imidazol-1-ium iodide. The crude product was subjected to flash chromatography (Quad flash 12, dichlormethane) (43%, oil).

Sources & evidence

ORD record
ord-48a0f5fb8d4146fdb209162d041a6887
Source dataset
uspto-grants-2007_10
Patent number
US07279470B2

Reaction notes

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