Methyl 4-[2-[4-(5,6,7,8-tetrahydro-4-quinolinyl)piperazin-1-yl]-acetyl]phenoxyacetate → 4-[2-[4-(5,6,7,8-Tetrahydro-4-quinolinyl)piperazin-1-yl]acetyl]phenoxyacetic acid

HRID 1290483Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1290483
[N:1]1[C:10]2[CH2:9][CH2:8][CH2:7][CH2:6][C:5]=2[C:4]([N:11]2[CH2:16][CH2:15][N:14]([CH2:17][C:18]([C:20]3[CH:31]=[CH:30][C:23]([O:24][CH2:25][C:26]([O:28]C)=[O:27])=[CH:22][CH:21]=3)=[O:19])[CH2:13][CH2:12]2)=[CH:3][CH:2]=1>C(N(CC)CC)C.O>[N:1]1[C:10]2[CH2:9][CH2:8][CH2:7][CH2:6][C:5]=2[C:4]([N:11]2[CH2:16][CH2:15][N:14]([CH2:17][C:18]([C:20]3[CH:21]=[CH:22][C:23]([O:24][CH2:25][C:26]([OH:28])=[O:27])=[CH:30][CH:31]=3)=[O:19])[CH2:13][CH2:12]2)=[CH:3][CH:2]=1

Komponenten

3

Edukt 1

HCID 18924099Methyl 4-[2-[4-(5,6,7,8-tetrahydro-4-quinolinyl)piperazin-1-yl]-acetyl]phenoxyacetate

Produkt 1

HCID 189240884-[2-[4-(5,6,7,8-Tetrahydro-4-quinolinyl)piperazin-1-yl]acetyl]phenoxyacetic acid

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 12210273Ethanamine, N,N-diethyl-, monohydrateLösungsmittel

Versuchsvorschrift

In a similar manner to Example 42, the product of Example 45 (180 mg), and 0.5% v/v triethylamine/water (40 ml) gave, after stirring overnight at room temperature, washing with ether, filtration and lyophilisation, the title compound (121 mg) as an off-white fluffy solid: NMR (CDCl3) δ 1.75(2H,m), 1.90(2H,m), 2.61(2H,m), 2.75(4H,m), 3.08(2H,m), 3.23(4H,m), 3.78(2H,s), 4.66(2H,s), 6.79(1H,d), 6.99(2H,d), 7.98(2H,d), 8.41(1H,d); m/Z 410 (M+H)+ ; calculated for C23H27N3O4. 0.03 Et3N. 1.0 H2O: C, 64.7%; H, 6.89%; N, 9.86%; found: C, 64.4%; H, 6.6%; N, 9.5%.

Aufarbeitung

  1. washwashing with ether, filtration and lyophilisation

Quellen und Nachweise

ORD-Eintrag
ord-03bc606a445744018d4b245602fb8998
Quelldatensatz
uspto-grants-1998_05
Patentnummer
US05750754

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