Diethylamine → 2-[4-(4-chloro-7-(3-tetrahydrofuryl)-7H-pyrrolo[2,3-d)pyrimidin-5-yl)phenoxy]-N,N-diethylbenzylamine

HRID 51484Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 51484
C(O[BH-](OC(=O)C)OC(=O)C)(=O)C.[Na+].[Cl:15][C:16]1[C:17]2[C:24]([C:25]3[CH:39]=[CH:38][C:28]([O:29][C:30]4[CH:37]=[CH:36][CH:35]=[CH:34][C:31]=4[CH:32]=O)=[CH:27][CH:26]=3)=[CH:23][N:22]([CH:40]3[CH2:44][CH2:43][O:42][CH2:41]3)[C:18]=2[N:19]=[CH:20][N:21]=1.[CH2:45]([NH:47][CH2:48][CH3:49])[CH3:46]>ClCCCl>[Cl:15][C:16]1[C:17]2[C:24]([C:25]3[CH:26]=[CH:27][C:28]([O:29][C:30]4[CH:37]=[CH:36][CH:35]=[CH:34][C:31]=4[CH2:32][N:47]([CH2:48][CH3:49])[CH2:45][CH3:46])=[CH:38][CH:39]=3)=[CH:23][N:22]([CH:40]3[CH2:44][CH2:43][O:42][CH2:41]3)[C:18]=2[N:19]=[CH:20][N:21]=1

Komponenten

5

Edukt 3

HCID 8021DiethylamineHCID 5049666Sodium triacetoxyborohydrideHCID 86589002(4-(4-chloro-7-(3-tetrahydrofuryl)-7H-pyrrolo[2,3-d]pyrimidin-5-yl)phenoxy]benzaldehyde

Produkt 1

HCID 865890012-[4-(4-chloro-7-(3-tetrahydrofuryl)-7H-pyrrolo[2,3-d)pyrimidin-5-yl)phenoxy]-N,N-diethylbenzylamine

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 111,2-DichloroethaneLösungsmittel

Versuchsvorschrift

Sodium triacetoxyborohydride (264 mg) was added to a mixture of 2-[(4-(4-chloro-7-(3-tetrahydrofuryl)-7H-pyrrolo[2,3-d]pyrimidin-5-yl)phenoxy]benzaldehyde (330 mg) and diethylamine (121 mg) in 1,2-dichloroethane in a vial (5 ml) and the vial septum sealed. The mixture was stirred at ambient temperature for 20 hours then quenched with saturated aqueous sodium bicarbonate solution (5 ml). The mixture was extracted with ethyl acetate to give 2-[4-(4-chloro-7-(3-tetrahydrofuryl)-7H-pyrrolo[2,3-d)pyrimidin-5-yl)phenoxy]-N,N-diethylbenzylamine.

Aufarbeitung

  1. customthe vial septum sealed
  2. customthen quenched with saturated aqueous sodium bicarbonate solution (5 ml)
  3. extractionThe mixture was extracted with ethyl acetate

Quellen und Nachweise

ORD-Eintrag
ord-1fa94fc079394ebda30b643864d0c238
Quelldatensatz
uspto-grants-2004_03
Patentnummer
US06713474B2

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