Triethylamine → 3-{3-[2-(Dimethylamino)acetylamino]phenyl}-1-perhydro-2H-pyran-2-yl-1H-indazole-5-carboxamide

HRID 1272946Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1272946
Cl.[CH3:2][N:3]([CH3:8])[CH2:4][C:5](O)=[O:6].Cl.CN(C)CCCN=C=NCC.C(N(CC)CC)C.[NH2:28][C:29]1[CH:30]=[C:31]([C:35]2[C:43]3[C:38](=[CH:39][CH:40]=[C:41]([C:44]([NH2:46])=[O:45])[CH:42]=3)[N:37]([CH:47]3[CH2:52][CH2:51][CH2:50][CH2:49][O:48]3)[N:36]=2)[CH:32]=[CH:33][CH:34]=1>ClCCl.CN(C)C=O>[CH3:2][N:3]([CH3:8])[CH2:4][C:5]([NH:28][C:29]1[CH:30]=[C:31]([C:35]2[C:43]3[C:38](=[CH:39][CH:40]=[C:41]([C:44]([NH2:46])=[O:45])[CH:42]=3)[N:37]([CH:47]3[CH2:52][CH2:51][CH2:50][CH2:49][O:48]3)[N:36]=2)[CH:32]=[CH:33][CH:34]=1)=[O:6]

Komponenten

7

Edukt 4

HCID 8471TriethylamineHCID 75605N,N-Dimethylglycine hydrochlorideHCID 27239391,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 224799593-(3-Aminophenyl)-1-perhydro-2h-pyran-2-yl-1h-indazole5-carboxamide

Produkt 1

HCID 224797243-{3-[2-(Dimethylamino)acetylamino]phenyl}-1-perhydro-2H-pyran-2-yl-1H-indazole-5-carboxamide

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 6228DimethylformamideLösungsmittelHCID 6344DichloromethaneLösungsmittel2×

Versuchsvorschrift

To a solution of 2-(dimethylamino)acetic acid hydrochloride (0.091 g, 0.649 mmol) in 6 mL of dichloromethane was added 1-(3-dimethylaminopropyl)-3-ethyl carbodiimide hydrochloride (EDCI) (0.135 g, 0.708 mmol) and triethyl amine (0.090 mL, 0.649 mmol). The reaction was stirred at room temperature for 10 min before 3-(3-aminophenyl)-1-perhydro-2H-pyran-2-yl-1H-indazole-5-carboxamide (0.200 g, 0.59 mmol) dissolved in 1 mL of dichloromethane, was added to the solution. Dimethyl formamide (2 mL) was added to aid solubility. Additional reagent (1 equivalent) was necessary to drive the reaction to completion. The reaction mixture was then partitioned between water and dichloromethane. The crude material that was obtained from evaporation of the extracts was not purified further. (Yield not calculated) ES-MS (m/z) 422 [M+H]+.

Aufarbeitung

  1. additionwas added to the solution
  2. customthe reaction to completion
  3. customThe reaction mixture was then partitioned between water and dichloromethane

Quellen und Nachweise

ORD-Eintrag
ord-0806d6dc022b40f68b1ede73869980f5
Quelldatensatz
uspto-grants-2007_04
Patentnummer
US07208513B2

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