Methyl 4-ethynylbenzoate → 3-{6-[2-(4-methoxycarbonylphenyl)-ethinyl]-3-[6-(4-methoxyphenyl)-(5E)-5-hexenyloxy]-2-pyridyl}-propionic acid methyl ester

HRID 55267

Reaktionsgleichung

Reaktionsgleichung von HRID 55267
[CH3:1][O:2][C:3](=[O:28])[CH2:4][CH2:5][C:6]1[C:11]([O:12][CH2:13][CH2:14][CH2:15][CH2:16]/[CH:17]=[CH:18]/[C:19]2[CH:24]=[CH:23][C:22]([O:25][CH3:26])=[CH:21][CH:20]=2)=[CH:10][CH:9]=[C:8](I)[N:7]=1.[CH3:29][O:30][C:31](=[O:40])[C:32]1[CH:37]=[CH:36][C:35]([C:38]#[CH:39])=[CH:34][CH:33]=1>>[CH3:1][O:2][C:3](=[O:28])[CH2:4][CH2:5][C:6]1[C:11]([O:12][CH2:13][CH2:14][CH2:15][CH2:16]/[CH:17]=[CH:18]/[C:19]2[CH:24]=[CH:23][C:22]([O:25][CH3:26])=[CH:21][CH:20]=2)=[CH:10][CH:9]=[C:8]([C:39]#[C:38][C:35]2[CH:36]=[CH:37][C:32]([C:31]([O:30][CH3:29])=[O:40])=[CH:33][CH:34]=2)[N:7]=1

Komponenten

3

Edukt 2

HCID 640163Methyl 4-ethynylbenzoateHCID 867507633-{6-iodo-3-[6-(4-methoxyphenyl)-(5E)-5-hexenyloxy]-2-pyridyl}-propionic acid methyl ester

Produkt 1

HCID 677037403-{6-[2-(4-methoxycarbonylphenyl)-ethinyl]-3-[6-(4-methoxyphenyl)-(5E)-5-hexenyloxy]-2-pyridyl}-propionic acid methyl esterAusbeute 62,9 %

Versuchsvorschrift

Under the conditions of example 5 A, 1 g of 3-{6-iodo-3-[6-(4-methoxyphenyl)-(5E)-5-hexenyloxy]-2-pyridyl}-propionic acid methyl ester is reacted with 384 mg of 4-ethinylbenzoic acid methyl ester, worked up, and the crude product is chromatographed on silica gel with hexane/0-7% ethyl acetate. 670 mg of 3-{6-[2-(4-methoxycarbonylphenyl)-ethinyl]-3-[6-(4-methoxyphenyl)-(5E)-5-hexenyloxy]-2-pyridyl}-propionic acid methyl ester is obtained as oil.

Aufarbeitung

  1. customthe crude product is chromatographed on silica gel with hexane/0-7% ethyl acetate

Quellen und Nachweise

ORD-Eintrag
ord-6390aac02683478aa3ab49811fdced54
Quelldatensatz
uspto-grants-1997_04
Patentnummer
US05624943

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