Diisopropylethylamine → 4'-chloro-4-(7-methoxy-2-oxo-1,2,4,5-tetrahydro-benzo[d][1,3]diazepin-3-yl)-3,4,5,6-tetrahydro-2H-[1,2']bipyridinyl-5'-carbonitrile

HRID 74547Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 74547
[CH3:1][O:2][C:3]1[CH:4]=[CH:5][C:6]2[NH:12][C:11](=[O:13])[N:10]([CH:14]3[CH2:19][CH2:18][NH:17][CH2:16][CH2:15]3)[CH2:9][CH2:8][C:7]=2[CH:20]=1.CCN(C(C)C)C(C)C.[Cl:30][C:31]1[C:36]([C:37]#[N:38])=[CH:35][N:34]=[C:33](Cl)[CH:32]=1>C(O)C.CN(C1C=CN=CC=1)C>[Cl:30][C:31]1[C:36]([C:37]#[N:38])=[CH:35][N:34]=[C:33]([N:17]2[CH2:18][CH2:19][CH:14]([N:10]3[CH2:9][CH2:8][C:7]4[CH:20]=[C:3]([O:2][CH3:1])[CH:4]=[CH:5][C:6]=4[NH:12][C:11]3=[O:13])[CH2:15][CH2:16]2)[CH:32]=1

Komponenten

6

Edukt 3

HCID 81531DiisopropylethylamineHCID 183568527-methoxy-3-(piperidin-4-yl)-4,5-dihydro-1H-benzo[d][1,3]diazepin-2(3H)-oneHCID 455880804,6-Dichloropyridine-3-carbonitrile

Produkt 1

HCID 583865474'-chloro-4-(7-methoxy-2-oxo-1,2,4,5-tetrahydro-benzo[d][1,3]diazepin-3-yl)-3,4,5,6-tetrahydro-2H-[1,2']bipyridinyl-5'-carbonitrile

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 142844-(Dimethylamino)pyridineKatalysatorHCID 702EthanolLösungsmittel

Versuchsvorschrift

3.00 g (10.9 mmol) 7-methoxy-3-piperidin-4-yl-1,3,4,5-tetrahydro-1,3-benzodiazepin-2-one and 7.59 mL (43.6 mmol) DIPEA were placed in 90 mL ethanol. 1.89 g (10.9 mmol) 4,6-dichloro-nicotinonitrile and 3 spatula tips of DMAP were added and the reaction mixture was stirred for 4 h at RT. The precipitated solid was suction filtered and dried.

Aufarbeitung

  1. filtrationfiltered
  2. customdried

Quellen und Nachweise

ORD-Eintrag
ord-34a55eb7158c4024b466203919cc182e
Quelldatensatz
uspto-grants-2014_09
Patentnummer
US08829006B2

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