4-(Chloromethyl)-2-methyl-1,3-thiazole → {2-Methyl-3-[2-(2-methyl-thiazol-4-ylmethyl)-1,1-dioxo-2,3-dihydro-1h-1lambda6benzo[d]isothiazol-3-yl]-indol-1-yl}-acetic acid

HRID 750654Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 750654
C([O:5][C:6](=[O:29])[CH2:7][N:8]1[C:16]2[C:11](=[CH:12][CH:13]=[CH:14][CH:15]=2)[C:10]([CH:17]2[C:21]3[CH:22]=[CH:23][CH:24]=[CH:25][C:20]=3[S:19](=[O:27])(=[O:26])[NH:18]2)=[C:9]1[CH3:28])(C)(C)C.Cl[CH2:31][C:32]1[N:33]=[C:34]([CH3:37])[S:35][CH:36]=1>>[CH3:28][C:9]1[N:8]([CH2:7][C:6]([OH:5])=[O:29])[C:16]2[C:11]([C:10]=1[CH:17]1[C:21]3[CH:22]=[CH:23][CH:24]=[CH:25][C:20]=3[S:19](=[O:27])(=[O:26])[N:18]1[CH2:31][C:32]1[N:33]=[C:34]([CH3:37])[S:35][CH:36]=1)=[CH:12][CH:13]=[CH:14][CH:15]=2

Komponenten

3

Edukt 2

HCID 7363414-(Chloromethyl)-2-methyl-1,3-thiazoleHCID 67317115[3-(1,1-Dioxo-2,3-dihydro-1h-1lambda6-benzo[d]isothiazol-3-yl)-2-methyl-indol-1-yl]-acetic acid tert-butyl ester

Produkt 1

HCID 59753839{2-Methyl-3-[2-(2-methyl-thiazol-4-ylmethyl)-1,1-dioxo-2,3-dihydro-1h-1lambda6benzo[d]isothiazol-3-yl]-indol-1-yl}-acetic acid

Versuchsvorschrift

The title compound was prepared by the method described for example 14 using the product from example 3, step c) and 4-chloromethyl-2-methyl-thiazole. 1H NMR (DMSO-d6) δ 13.04 (bs, 1H), 8.00 (d, J=8.7 Hz, 1H), 7.66-7.58 (m, 2H), 7.37 (d, J=8.1 Hz, 1H), 7.19 (s, 1H), 7.08 (d, J=6.3 Hz, 1H), 7.01 (t, J=7.8 Hz, 1H), 6.87-6.76 (m, 2H), 6.18 (s, 1H), 5.00 (s, 2H), 4.51 (d, J=16.2 Hz, 1H), 3.92 (d, J=16.2 Hz, 1H), 2.58 (s, 3H), 2.31 (s, 3H); MS: ESI (negative): 466 (M−H).

Quellen und Nachweise

ORD-Eintrag
ord-74b109a298994c3fb6a7baf672117f9a
Quelldatensatz
uspto-grants-2008_07
Patentnummer
US07405215B2

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