Di-tert-butyl dicarbonate → 4-(6,7-Dimethoxy-4-quinazolinyl)-N-(3-isopropylphenyl)-1-piperazinecarboxamide

HRID 353133

Reaktionsgleichung

Reaktionsgleichung von HRID 353133
[C:1](OC(OC(C)(C)C)=O)(OC(C)(C)C)=[O:2].[CH:16]([C:19]1[CH:20]=[C:21]([CH:23]=[CH:24][CH:25]=1)[NH2:22])([CH3:18])[CH3:17].[CH3:26][O:27][C:28]1[CH:29]=[C:30]2[C:35](=[CH:36][C:37]=1[O:38][CH3:39])[N:34]=[CH:33][N:32]=[C:31]2[N:40]1[CH2:45][CH2:44][NH:43][CH2:42][CH2:41]1>ClCCl.CN(C1C=CN=CC=1)C>[CH3:26][O:27][C:28]1[CH:29]=[C:30]2[C:35](=[CH:36][C:37]=1[O:38][CH3:39])[N:34]=[CH:33][N:32]=[C:31]2[N:40]1[CH2:41][CH2:42][N:43]([C:1]([NH:22][C:21]2[CH:23]=[CH:24][CH:25]=[C:19]([CH:16]([CH3:18])[CH3:17])[CH:20]=2)=[O:2])[CH2:44][CH2:45]1

Komponenten

6

Edukt 3

HCID 90495Di-tert-butyl dicarbonateHCID 4586793-IsopropylanilineHCID 27584846,7-Dimethoxy-4-piperazin-1-yl-quinazoline

Produkt 1

HCID 227074514-(6,7-Dimethoxy-4-quinazolinyl)-N-(3-isopropylphenyl)-1-piperazinecarboxamideAusbeute 63 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 142844-(Dimethylamino)pyridineKatalysatorHCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

To a solution of 2.05 g (9.39 mmol) of di-tert-butyl dicarbonate in 30 ml of dichloromethane was added 108 mg (0.88 mmol) of 4-(N,N-dimethylamino)pyridine. After the mixture was stirred at room temperature for 5 minutes, 1.26 ml (8.95 mmol) of 3-isopropylaniline was added thereto, followed by further stirring at room temperature for 30 minutes. To the reaction mixture was added 548 mg (2.00 mmol) of 6,7-dimethoxy-4-piperazinylquinazoline obtained by the method described in South African Patent No. 67 06512 (1968), followed by stirring at room temperature for 30 minutes. After the solvent was evaporated, the residue was purified by silica gel chromatography and recrystallized from ethyl acetate to give the desired compound as colorless crystals.

Aufarbeitung

  1. stirringby further stirring at room temperature for 30 minutes
  2. customobtained by the method
  3. stirringby stirring at room temperature for 30 minutes
  4. customAfter the solvent was evaporated
  5. customthe residue was purified by silica gel chromatography
  6. customrecrystallized from ethyl acetate

Quellen und Nachweise

ORD-Eintrag
ord-bb64dae8372d4097a20658a543248991
Quelldatensatz
uspto-grants-2004_06
Patentnummer
US06750218B2

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