Ethylmorpholine → 4-Chloro-1-methyl-7-(4-morpholinylcarbonyl)-1H-pyrrolo[3,2-c]pyridine

HRID 733724Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 733724
[Cl:1][C:2]1[C:7]2[CH:8]=[CH:9][N:10]([CH3:11])[C:6]=2[C:5]([C:12]([OH:14])=O)=[CH:4][N:3]=1.CN(C)CCCN=C=NCC.ON1C2C=CC=CC=2N=N1.C([N:38]1[CH2:43][CH2:42][O:41][CH2:40][CH2:39]1)C.N1CCOCC1>CN(C)C=O.O>[Cl:1][C:2]1[C:7]2[CH:8]=[CH:9][N:10]([CH3:11])[C:6]=2[C:5]([C:12]([N:38]2[CH2:43][CH2:42][O:41][CH2:40][CH2:39]2)=[O:14])=[CH:4][N:3]=1

Komponenten

8

Edukt 5

HCID 7525EthylmorpholineHCID 8083MorpholineHCID 159081-Ethyl-3-(3'-dimethylaminopropyl)carbodiimideHCID 757711-HydroxybenzotriazoleHCID 578409034-Chloro-1-methyl-1H-pyrrolo[3,2-c]pyridine-7-carboxylic acid

Produkt 1

HCID 578410404-Chloro-1-methyl-7-(4-morpholinylcarbonyl)-1H-pyrrolo[3,2-c]pyridine

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 962WaterLösungsmittelHCID 6228DimethylformamideLösungsmittel

Versuchsvorschrift

To a solution of 4-chloro-1-methyl-1H-pyrrolo[3,2-c]pyridine-7-carboxylic acid (660 mg) in dimethylformamide (10 ml) was added 1-[3-(dimethylamino)propyl]-3-ethylcarbodiimide (1.21 g), 1-hydroxybenzotriazole (0.86 g), N-ethylmorpholine (0.8 ml) and morpholine (0.55 ml). The solution was stirred at room temperature overnight. The reaction was diluted with water and extracted three times with ethyl acetate. The ethyl acetate layers were combined, washed with saturated sodium chloride solution and dried (MgSO4) then evaporated to afford the title compound as an off-white solid (783 mg). This was carried through without further purification.

Aufarbeitung

  1. extractionextracted three times with ethyl acetate
  2. washwashed with saturated sodium chloride solution
  3. dry with materialdried (MgSO4)
  4. customthen evaporated

Quellen und Nachweise

ORD-Eintrag
ord-c034bcd4aaaf4fe4934334a5284cd160
Quelldatensatz
uspto-grants-2009_09
Patentnummer
US07589206B2

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