2-chloro-N-(4-fluorophenyl)acetamide → (3-{2-[(4-Fluoro-phenylcarbamoyl)-methyl]-1,1-dioxo-2,3-dihydro-1H-1lambda6-benzo[d]isothiazol-3-yl}-2-methyl-indol-1-yl)-acetic acid

HRID 750649Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 750649
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.[CH:30]1[C:35]([NH:36][C:37]([CH2:39]Cl)=[O:38])=[CH:34][CH:33]=[C:32]([F:41])[CH:31]=1>>[F:41][C:32]1[CH:31]=[CH:30][C:35]([NH:36][C:37]([CH2:39][N:18]2[CH:17]([C:10]3[C:11]4[C:16](=[CH:15][CH:14]=[CH:13][CH:12]=4)[N:8]([CH2:7][C:6]([OH:5])=[O:29])[C:9]=3[CH3:28])[C:21]3[CH:22]=[CH:23][CH:24]=[CH:25][C:20]=3[S:19]2(=[O:27])=[O:26])=[O:38])=[CH:34][CH:33]=1

Komponenten

3

Edukt 2

HCID 5320652-chloro-N-(4-fluorophenyl)acetamideHCID 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 59753842(3-{2-[(4-Fluoro-phenylcarbamoyl)-methyl]-1,1-dioxo-2,3-dihydro-1H-1lambda6-benzo[d]isothiazol-3-yl}-2-methyl-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 alpha-chloro-4-fluoroacetanilide. 1H NMR (DMSO-d6) δ 8.06-8.03 (m, 1H), 7.70-7.62 (m, 2H), 7.51-7.46 (m, 2H), 7.39 (d, J=8.4 Hz, 1H), 7.17-7.13 (m, 2H), 7.02 (t, J=8.1 Hz, 1H), 6.80 (t, J=7.5 Hz, 1H), 6.72 (bs, 1H), 6.55 (s, 1H), 5.00 (s, 2H), 4.15 (d, J=17.4 Hz, 1H), 3.40 (d, J=17.4 Hz, 1H), 2.39 (s, 3H); MS: ESI (negative): 506 (M−H).

Quellen und Nachweise

ORD-Eintrag
ord-72cbccc95dce4d5f88084990953590e4
Quelldatensatz
uspto-grants-2008_07
Patentnummer
US07405215B2

Notizen zur Reaktion

Wird geladen…