Trimethylaluminum → HCID 178489759, Verbindung

HRID 1911458Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1911458
[CH:1]1([N:4]2[CH2:10][CH2:9][CH2:8][N:7]([C:11]3[CH:21]=[CH:20][C:14]([C:15]([O:17]CC)=O)=[CH:13][CH:12]=3)[CH2:6][CH2:5]2)[CH2:3][CH2:2]1.[CH3:22][O:23][C:24]1[CH:25]=[C:26]([CH2:32][CH2:33][C:34]2[CH:35]=[C:36]([NH2:39])[NH:37][N:38]=2)[CH:27]=[C:28]([O:30][CH3:31])[CH:29]=1.C[Al](C)C.C(Cl)Cl.CCOCC>C1(C)C=CC=CC=1>[CH:1]1([N:4]2[CH2:10][CH2:9][CH2:8][N:7]([C:11]3[CH:12]=[CH:13][C:14]([C:15]([NH:39][C:36]4[NH:37][N:38]=[C:34]([CH2:33][CH2:32][C:26]5[CH:27]=[C:28]([O:30][CH3:31])[CH:29]=[C:24]([O:23][CH3:22])[CH:25]=5)[CH:35]=4)=[O:17])=[CH:20][CH:21]=3)[CH2:6][CH2:5]2)[CH2:2][CH2:3]1

Komponenten

6

Edukt 4

HCID 16682925TrimethylaluminumHCID 21881112Ethyl ether methylene chlorideHCID 66589916Ethyl 4-(4-cyclopropyl-1,4-diazepan-1-yl)benzoateHCID 178489815HCID 178489815, Verbindung

Produkt 1

HCID 178489759HCID 178489759, VerbindungAusbeute 33,7 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 1140TolueneLösungsmittel

Versuchsvorschrift

4-(4-cyclopropyl-1,4-diazepan-1-yl)-N-[5-[2-(3,5-dimethoxyphenyl)ethyl]-2H-pyrazol-3-yl]benzamide was prepared using the same procedure as for Example 159, but starting from ethyl 4-(4-cyclopropyl-1,4-diazepan-1-yl)benzoate (0.288 g, 1 mmol, 5-[2-(3,5-dimethoxyphenyl)ethyl]-2H-pyrazol-3-amine (0.247 g, 1 mmol) and a 2M solution of trimethylaluminium (1.250 mL, 2.50 mmol) in toluene. The crude product was purified by preparative HPLC, using decreasingly polar mixtures of water (containing 1% NH3) and MeCN as eluents. Fractions containing the desired compound were evaporated to dryness to afford a gum which solidified on trituration with DCM/Ether to afford the title compound (0.165 g, 33.7%).

Aufarbeitung

  1. custom4-(4-cyclopropyl-1,4-diazepan-1-yl)-N-[5-[2-(3,5-dimethoxyphenyl)ethyl]-2H-pyrazol-3-yl]benzamide was prepared
  2. customThe crude product was purified by preparative HPLC
  3. additionFractions containing the desired compound
  4. customwere evaporated to dryness
  5. customto afford a gum which

Quellen und Nachweise

ORD-Eintrag
ord-713099bb3ca4476bb6bc5dad14f55bba
Quelldatensatz
uspto-grants-2013_12
Patentnummer
US08604022B2

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