1-Amino-5-isopropylamino-pentan-3-ol → 3-(4-Chloro-2,6-difluoro-benzyloxy)-5-[3-(3-hydroxy-5-isopropylamino-pentyl)-ureido]-isothiazole-4-carboxylic Acid Amide

HRID 1266380

Reaktionsgleichung

Reaktionsgleichung von HRID 1266380
C1(O[C:8](=[O:29])[NH:9][C:10]2[S:14][N:13]=[C:12]([O:15][CH2:16][C:17]3[C:22]([F:23])=[CH:21][C:20]([Cl:24])=[CH:19][C:18]=3[F:25])[C:11]=2[C:26](=[O:28])[NH2:27])C=CC=CC=1.[NH2:30][CH2:31][CH2:32][CH:33]([OH:40])[CH2:34][CH2:35][NH:36][CH:37]([CH3:39])[CH3:38]>>[Cl:24][C:20]1[CH:19]=[C:18]([F:25])[C:17]([CH2:16][O:15][C:12]2[C:11]([C:26]([NH2:27])=[O:28])=[C:10]([NH:9][C:8]([NH:30][CH2:31][CH2:32][CH:33]([OH:40])[CH2:34][CH2:35][NH:36][CH:37]([CH3:38])[CH3:39])=[O:29])[S:14][N:13]=2)=[C:22]([F:23])[CH:21]=1

Komponenten

3

Edukt 2

HCID 185507511-Amino-5-isopropylamino-pentan-3-olHCID 54007095[4-Carbamoyl-3-(2,6-difluoro-4-chloro-benzyloxy)-isothiazol-5-yl]carbamic acid phenyl ester

Produkt 1

HCID 685066243-(4-Chloro-2,6-difluoro-benzyloxy)-5-[3-(3-hydroxy-5-isopropylamino-pentyl)-ureido]-isothiazole-4-carboxylic Acid Amide

Versuchsvorschrift

The title compound was prepared from [4-carbamoyl-3-(2,6-difluoro-4-chloro-benzyloxy)-isothiazol-5-yl]-carbamic acid phenyl ester and 1-amino-5-isopropylamino-pentan-3-ol by the procedure analogous to Example 6. HPLC ret. time: 3.2 minutes. 1H NMR (400 MHz, CD3OD) δ 7.17 (d, 1H, J=7.6 Hz), 5.52 (s, 2H), 3.69 (m, 1H), 3.34 (t, 2H, J=6.4 Hz), 2.80 (s, 1H, J=6.0 Hz), 2.73 (m, 2H), 1.68-1.58 (m, 4H), 1.06 (d, 6H, J=6.0 Hz) ppm; MS (APCl, m/z): 506 [M+H]+.

Quellen und Nachweise

ORD-Eintrag
ord-3f9d06ee89d54502b49b935760080301
Quelldatensatz
uspto-grants-2003_04
Patentnummer
US06548526B2

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