Water → 1-[1-(1-methoxycarbonylpiperidin-4-yl)-piperidin-4-yl]-1,3-dihydro-2H-imidazo[4,5-b]pyridin-2-one

HRID 47534Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 47534
N[C:2]1[C:3]([NH:8][CH:9]2[CH2:14][CH2:13][N:12]([CH:15]3[CH2:20][CH2:19][N:18](C(OC)=O)[CH2:17][CH2:16]3)[CH2:11][CH2:10]2)=[N:4][CH:5]=[CH:6][CH:7]=1.ClC(Cl)(O[C:29](=[O:35])[O:30][C:31](Cl)(Cl)Cl)Cl.C([N:39]([CH2:42]C)CC)C.[OH2:44]>O1CCCC1>[CH3:31][O:30][C:29]([N:18]1[CH2:17][CH2:16][CH:15]([N:12]2[CH2:11][CH2:10][CH:9]([N:8]3[C:6]4[C:5](=[N:39][CH:42]=[CH:2][CH:7]=4)[NH:4][C:3]3=[O:44])[CH2:14][CH2:13]2)[CH2:20][CH2:19]1)=[O:35]

Komponenten

6

Edukt 4

HCID 962WaterHCID 8471TriethylamineHCID 94429TriphosgeneHCID 227452603-Amino-2-[1-(1-methoxycarbonylpiperidin-4-yl)-piperidin-4-yl]aminopyridin

Produkt 1

HCID 227452991-[1-(1-methoxycarbonylpiperidin-4-yl)-piperidin-4-yl]-1,3-dihydro-2H-imidazo[4,5-b]pyridin-2-one

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

Twenty (20) mg of 3-amino-2-[1-(1-methoxycarbonylpiperidin-4-yl)piperidin-4-yl]aminopyridin and 18 mg of triphosgene were dissolved in 2 ml of tetrahydrofuran, and to which 45 μl of triethylamine was added under cooling with ice. The system was further stirred at the same temperature for 2 hours and for an hour, at room temperature. Thereafter water was added to the reaction liquid and extracted with chloroform. The extract was dried over anhydrous sodium sulfate, concentrated and the resulting crude product was purified by silica gel chromatography (chloroform/methanol=10/1) to give 12 mg of the title compound.

Aufarbeitung

  1. temperatureunder cooling with ice
  2. extractionextracted with chloroform
  3. dry with materialThe extract was dried over anhydrous sodium sulfate
  4. concentrationconcentrated
  5. customthe resulting crude product was purified by silica gel chromatography (chloroform/methanol=10/1)

Quellen und Nachweise

ORD-Eintrag
ord-51729313193b4899bcf2d02b4d802fee
Quelldatensatz
uspto-grants-2004_03
Patentnummer
US06699880B1

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