HCID 15472944, compound → 3-{6-iodo-3-[6-(4-methoxyphenyl)-(5E)-5-hexenyloxy]-2-pyridyl}-propionic acid methyl ester

HRID 55263Notes

Reaction equation

HRID 55263 reaction equation
[CH3:1][O:2][C:3](=[O:14])[CH2:4][CH2:5][C:6]1[C:11]([OH:12])=[CH:10][CH:9]=[C:8]([I:13])[N:7]=1.Br[CH2:16][CH2:17][CH2:18][CH2:19]/[CH:20]=[CH:21]/[C:22]1[CH:27]=[CH:26][C:25]([O:28][CH3:29])=[CH:24][CH:23]=1>>[CH3:1][O:2][C:3](=[O:14])[CH2:4][CH2:5][C:6]1[C:11]([O:12][CH2:16][CH2:17][CH2:18][CH2:19]/[CH:20]=[CH:21]/[C:22]2[CH:23]=[CH:24][C:25]([O:28][CH3:29])=[CH:26][CH:27]=2)=[CH:10][CH:9]=[C:8]([I:13])[N:7]=1

Participants

3

Reactant 2

HCID 15472944HCID 15472944, compoundHCID 544750193-(3-Hydroxy-6-iodo-2-pyridyl)-propionic acid methyl ester

Product 1

HCID 867507633-{6-iodo-3-[6-(4-methoxyphenyl)-(5E)-5-hexenyloxy]-2-pyridyl}-propionic acid methyl esterYield 68.6%

Procedure

Under the conditions of example 1 D, 850 mg of 3-(3-hydroxy-6-iodo-2-pyridyl)-propionic acid methyl ester is reacted with 612 mg of (1E)-6-bromo-1-(4-methoxyphenyl)-1-hexene, worked up, and the crude product is chromatographed on silica gel with hexane/0-5% ethyl acetate. 773 mg of 3-{6-iodo-3-[6-(4-methoxyphenyl)-(5E)-5-hexenyloxy]-2-pyridyl}-propionic acid methyl ester is obtained as colorless oil.

Workup

  1. customthe crude product is chromatographed on silica gel with hexane/0-5% ethyl acetate

Sources & evidence

ORD record
ord-241e45b082c842669e969ea428965742
Source dataset
uspto-grants-1997_04
Patent number
US05624943

Reaction notes

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