Water → [3-Chloro-4-(4-methyl-piperazin-1-yl)-phenyl]carbamic acid tert-butyl ester

HRID 1446120Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1446120
[C:1]([O:5][C:6](=[O:21])[NH:7][C:8]1[CH:13]=[CH:12][C:11]([N:14]2[CH2:19][CH2:18][N:17]([CH3:20])[CH2:16][CH2:15]2)=[CH:10][CH:9]=1)([CH3:4])([CH3:3])[CH3:2].[Cl:22]N1C(=O)CCC1=O.O>C(O)(C)C>[C:1]([O:5][C:6](=[O:21])[NH:7][C:8]1[CH:9]=[CH:10][C:11]([N:14]2[CH2:15][CH2:16][N:17]([CH3:20])[CH2:18][CH2:19]2)=[C:12]([Cl:22])[CH:13]=1)([CH3:4])([CH3:3])[CH3:2]

Komponenten

5

Edukt 3

HCID 962WaterHCID 31398ChlorosuccinimideHCID 66870210[4-(4-Methyl-piperazin-1-yl)-phenyl]carbamic acid tert-butyl ester

Produkt 1

HCID 66870439[3-Chloro-4-(4-methyl-piperazin-1-yl)-phenyl]carbamic acid tert-butyl ester

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 3776IsopropanolLösungsmittel

Versuchsvorschrift

583 mg (2 mmol) of [4-(4-methyl-piperazin-1-yl)-phenyl]-carbamic acid tert-butyl ester (Example 65c) are dissolved in 10 ml of isopropanol and 286 mg (2.1 mmol) of N-chlorosuccinimide are added. The solution is stirred for 1 h at r.t. and 100 ml of water are added. The suspension is extracted with EtOAc and the organic phase is washed with water, dried over MgSO4 and evaporated to dryness. The residue is purified by MPLC to provide the title compound. Title compound: ES-MS: 326.3 (M+H)+; analytical HPLC: tret=4.43 minutes (Grad 2).

Aufarbeitung

  1. extractionThe suspension is extracted with EtOAc
  2. washthe organic phase is washed with water
  3. dry with materialdried over MgSO4
  4. customevaporated to dryness
  5. customThe residue is purified by MPLC

Quellen und Nachweise

ORD-Eintrag
ord-e879b13aaf5a431c9ac629c61e6cd521
Quelldatensatz
uspto-grants-2010_02
Patentnummer
US07667039B2

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