5-Isopropylaminoamylamine → 3-(2,5-Difluoro-4-methyl-benzyloxy)-5-[3-(5-isopropylamino-pentyl)-ureido]-isothiazole-4-carboxylic Acid Amide

HRID 750585

Reaktionsgleichung

Reaktionsgleichung von HRID 750585
C1(O[C:8](=[O:29])[NH:9][C:10]2[S:14][N:13]=[C:12]([O:15][CH2:16][C:17]3[CH:22]=[C:21]([F:23])[C:20]([CH3:24])=[CH:19][C:18]=3[F:25])[C:11]=2[C:26](=[O:28])[NH2:27])C=CC=CC=1.[CH:30]([NH:33][CH2:34][CH2:35][CH2:36][CH2:37][CH2:38][NH2:39])([CH3:32])[CH3:31]>>[F:25][C:18]1[CH:19]=[C:20]([CH3:24])[C:21]([F:23])=[CH:22][C:17]=1[CH2:16][O:15][C:12]1[C:11]([C:26]([NH2:27])=[O:28])=[C:10]([NH:9][C:8]([NH:39][CH2:38][CH2:37][CH2:36][CH2:35][CH2:34][NH:33][CH:30]([CH3:32])[CH3:31])=[O:29])[S:14][N:13]=1

Komponenten

3

Edukt 2

HCID 33037805-IsopropylaminoamylamineHCID 54330906[4-Carbamoyl-3-(2,5-difluoro-4-methyl-benzyloxy)-isothiazol-5-yl]carbamic acid phenyl ester

Produkt 1

HCID 542235683-(2,5-Difluoro-4-methyl-benzyloxy)-5-[3-(5-isopropylamino-pentyl)-ureido]-isothiazole-4-carboxylic Acid Amide

Versuchsvorschrift

The title compound was prepared from [4-carbamoyl-3-(2,5-difluoro-4-methyl-benzyloxy)-isothiazol-5-yl]-carbamic acid phenyl ester and N1-Isopropyl-pentane-1,5-diamine by the procedure analogous to Example 6. HPLC ret. time: 3.4 minutes. 1H NMR (300 MHz, CD3OD) δ 7.20 (dd, 1H, J=5.7, 9.0 Hz), 7.06 (dd, 1H, J=6.3, 10 Hz), 5.47 (s, 2H), 3.23 (t, 2H, J=6.6 Hz), 2.93 (s, 1H, J=6.3 Hz), 2.70 (m, 2H), 2.27 (d, 3H, J=1.8 Hz), 1.7-1.5 (m, 4H), 1.5-1.3 (m, 2H), 1.11 (d, 6H, J=6.6 Hz) ppm; MS (APCl, m/z): 470 [M+H]+.

Quellen und Nachweise

ORD-Eintrag
ord-917d2fc545fa453e9151ebb5fa166699
Quelldatensatz
uspto-grants-2008_07
Patentnummer
US07405218B2

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