1-(3-Aminopropyl)-4-methylpiperazine → 3-(4-Chloro-2,6-difluoro-benzyloxy)-5-(3-[3-(4-methyl-piperazin-1-yl)-propyl]-ureido)-isothiazole-4-carboxylic acid amide-hydrochloride salt

HRID 1712148Notes

Reaction equation

HRID 1712148 reaction equation
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.[CH3:30][N:31]1[CH2:36][CH2:35][N:34]([CH2:37][CH2:38][CH2:39][NH2:40])[CH2:33][CH2:32]1>>[ClH:24].[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:40][CH2:39][CH2:38][CH2:37][N:34]3[CH2:33][CH2:32][N:31]([CH3:30])[CH2:36][CH2:35]3)=[O:29])[S:14][N:13]=2)=[C:22]([F:23])[CH:21]=1

Participants

3

Reactant 2

HCID 783281-(3-Aminopropyl)-4-methylpiperazineHCID 54007095[4-Carbamoyl-3-(2,6-difluoro-4-chloro-benzyloxy)-isothiazol-5-yl]carbamic acid phenyl ester

Product 1

HCID 685019663-(4-Chloro-2,6-difluoro-benzyloxy)-5-(3-[3-(4-methyl-piperazin-1-yl)-propyl]-ureido)-isothiazole-4-carboxylic acid amide-hydrochloride salt

Procedure

The title compound was prepared from [4-carbamoyl-3-(2,6-difluoro-4-chloro-benzyloxy)-isothiazol-5-yl]-carbamic acid phenyl ester and 3-(4-methyl-piperazin-1-yl)-propylamine by the procedure analogous to Example 6. 1H NMR (400 MHz, D2O) δ 6.86 (bm, 2H), 5.20 (s, 2H), 3.4-2.6 (bm, 8H), 3.10 (b, 2H), 2.63 (b, 5H), 1.67 (m, 2H) ppm; MS (APCI, m/z): 503 [M+H]+.

Sources & evidence

ORD record
ord-c5a4031be1624c3e851c18345f114cba
Source dataset
uspto-grants-2010_09
Patent number
US07790902B2

Reaction notes

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