tert-Butyl piperazine-1-carboxylate → HCID 66868625, Verbindung

HRID 242092Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 242092
Br[C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][C:11]=1[O:12][CH3:13])[CH:8]([C:14]1([C:18]3[CH:23]=[CH:22][C:21]([Cl:24])=[CH:20][CH:19]=3)[CH2:17][CH2:16][CH2:15]1)[NH:7][CH2:6][CH2:5]2.[C:25]([N:32]1[CH2:37][CH2:36][NH:35][CH2:34][CH2:33]1)([O:27][C:28]([CH3:31])([CH3:30])[CH3:29])=[O:26].C1(P(C2CCCCC2)C2C=CC=CC=2C2C(N(C)C)=CC=CC=2)CCCCC1>C1(C)C=CC=CC=1>[Cl:24][C:21]1[CH:20]=[CH:19][C:18]([C:14]2([CH:8]3[C:9]4[C:4](=[CH:3][C:2]([N:35]5[CH2:34][CH2:33][N:32]([C:25]([O:27][C:28]([CH3:31])([CH3:30])[CH3:29])=[O:26])[CH2:37][CH2:36]5)=[C:11]([O:12][CH3:13])[CH:10]=4)[CH2:5][CH2:6][NH:7]3)[CH2:15][CH2:16][CH2:17]2)=[CH:23][CH:22]=1

Komponenten

5

Edukt 3

HCID 143452tert-Butyl piperazine-1-carboxylateHCID 27342172-(Dicyclohexylphosphino)-2'-(dimethylamino)biphenylHCID 66869005HCID 66869005, Verbindung

Produkt 1

HCID 66868625HCID 66868625, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 1140TolueneLösungsmittel

Versuchsvorschrift

A solution of 6-bromo-1-[1-(4-chlorophenyl)cyclobutyl]-7-methoxy-1,2,3,4-tetrahydroisoquinoline (203 mg, 0.5 mmol), Boc-piperazine (93 mg, 0.5 mmol), tris(benzylideaceton)dipalladium (18 mg, 0.02 mmol), sodium-tert-butylate (48 mg, 0.5 mmol) and 2′-(dicyclohexylphosphino)-N,N-dimethylbiphenyl-2-amine 815.7 mg, 0.04 mmol) under nitrogen in toluene (5 ml) was heated in the microwave to 120° C. for 10 minutes. The solvent was removed, the residue dissolved in methylenehloride and extracted with water. The methylenehloride was evaporated and the remaining solid purified by chromatography. Yield: 56 mg (0.1 mmol, 20%)

Aufarbeitung

  1. customThe solvent was removed
  2. dissolutionthe residue dissolved in methylenehloride
  3. extractionextracted with water
  4. customThe methylenehloride was evaporated
  5. customthe remaining solid purified by chromatography

Quellen und Nachweise

ORD-Eintrag
ord-37eaa0f0ac6c4a81aecc267fe8e02f82
Quelldatensatz
uspto-grants-2014_02
Patentnummer
US08653100B2

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