Bis(2-oxo-3-oxazolidinyl)phosphinic chloride → 2-(3,4,5,6-Tetrahydro-2H-[1,4']bipyridyl-4-ylcarbamoyl)-1H-pyrrolo[3,2-b]pyridine-5-carboxylic acid methyl ester

HRID 2250436Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2250436
[CH3:1][O:2][C:3]([C:5]1[N:10]=[C:9]2[CH:11]=[C:12]([C:14]([OH:16])=O)[NH:13][C:8]2=[CH:7][CH:6]=1)=[O:4].Cl.Cl.[N:19]1([C:26]2[CH:31]=[CH:30][N:29]=[CH:28][CH:27]=2)[CH2:24][CH2:23][CH:22]([NH2:25])[CH2:21][CH2:20]1.O=C1N(P(Cl)(N2CCOC2=O)=O)CCO1>ClCCl.C(N(CC)CC)C>[CH3:1][O:2][C:3]([C:5]1[N:10]=[C:9]2[CH:11]=[C:12]([C:14](=[O:16])[NH:25][CH:22]3[CH2:21][CH2:20][N:19]([C:26]4[CH:27]=[CH:28][N:29]=[CH:30][CH:31]=4)[CH2:24][CH2:23]3)[NH:13][C:8]2=[CH:7][CH:6]=1)=[O:4]

Komponenten

6

Edukt 3

HCID 152842Bis(2-oxo-3-oxazolidinyl)phosphinic chlorideHCID 446300684-(4-Aminopiperidino)pyridine DihydrochlorideHCID 692267105-(methoxycarbonyl)-1H-pyrrolo(3,2-b)pyridine-2-carboxylic acid

Produkt 1

HCID 692278212-(3,4,5,6-Tetrahydro-2H-[1,4']bipyridyl-4-ylcarbamoyl)-1H-pyrrolo[3,2-b]pyridine-5-carboxylic acid methyl ester

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 6344DichloromethaneLösungsmittelHCID 8471TriethylamineLösungsmittel

Versuchsvorschrift

To a solution of 450 mg 1H-pyrrolo[3,2-b]pyridine-2,5-dicarboxylic acid 5-methyl ester in 9 mL dichloromethane and 1.13 mL triethylamine, 614 mg 3,4,5,6-tetrahydro-2H-[1,4′]bipyridyl-4-ylamine dihydrochloride and 520 mg bis(2-oxo-3-oxazolidinyl)phophinic chloride were added at room temperature and the mixture was stirred for 2 hours. After treatment of the reaction mixture with 5 mL saturated aqueous solution of potassium carbonate the precipitate was collected by filtration and coevaporated twice with toluene. The residue was directly subjected to the subsequent reaction without further purification.

Aufarbeitung

  1. filtrationAfter treatment of the reaction mixture with 5 mL saturated aqueous solution of potassium carbonate the precipitate was collected by filtration
  2. customThe residue was directly subjected to the subsequent reaction without further purification

Quellen und Nachweise

ORD-Eintrag
ord-ad26f16d3bb240138f1435f7fd84a9e1
Quelldatensatz
uspto-grants-2008_01
Patentnummer
US07317027B2

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