2,4-Dimethylbenzaldehyde → (7Br,11as)-n-(2,4-dimethylbenzyl)-1,2,7b,8,9,10,11,11a-octahydro-4h-[1,4]oxazepino[6,5,4-hi]pyrido[4,3 b]indol-6-amine

HRID 47565

Reaktionsgleichung

Reaktionsgleichung von HRID 47565
[CH3:1][C:2]1[CH:9]=[C:8]([CH3:10])[CH:7]=[CH:6][C:3]=1[CH:4]=O.[NH2:11][C:12]1[CH:13]=[C:14]2[C:18]3=[C:19]([CH2:21][O:22][CH2:23][CH2:24][N:17]3[C@H:16]3[CH2:25][CH2:26][N:27](C(OC(C)(C)C)=O)[CH2:28][C@@H:15]23)[CH:20]=1>>[CH3:1][C:2]1[CH:9]=[C:8]([CH3:10])[CH:7]=[CH:6][C:3]=1[CH2:4][NH:11][C:12]1[CH:13]=[C:14]2[C:18]3=[C:19]([CH2:21][O:22][CH2:23][CH2:24][N:17]3[C@H:16]3[CH2:25][CH2:26][NH:27][CH2:28][C@@H:15]23)[CH:20]=1

Komponenten

3

Edukt 2

HCID 618142,4-DimethylbenzaldehydeHCID 86586438Tert-butyl (7br,11as)-6-amino-1,2,7b,10,11,11a-hexahydro-4h-[1,4]oxazepino[6,5,4-hi]pyrido[4,3-b]indole-9(8h)carboxylate

Produkt 1

HCID 20627675(7Br,11as)-n-(2,4-dimethylbenzyl)-1,2,7b,8,9,10,11,11a-octahydro-4h-[1,4]oxazepino[6,5,4-hi]pyrido[4,3 b]indol-6-amine

Versuchsvorschrift

Using 2,4-dimethylbenzaldehyde and following the procedures described in EXAMPLE 126, tert-butyl (7bR,11aS)-6-amino-1,2,7b,10,11,11a-hexahydro-4H-[1,4]oxazepino[6,5,4-hi]pyrido[4,3-b]indole-9(8H)-carboxylate from EXAMPLE 56, Part B was converted into the title compound of EXAMPLE 135. 1H NMR(CDCl3) δ: 9.55 (broad s, 1H), 9.35 (broad s, 1H), 7.18 (d, 1H, J=7.7 Hz), 7.01-6.95 (m, 2H), 6.64 (s, 1H), 6.51 (s, 1H), 4.57 (ABq, 2H), 4.25-4.20 (m, 1H), 4.20 (s, 2H), 3.67 (app t, 1H), 3.50-3.10 (m, 6H), 2.70-2.50 (m, 2H), 2.30 (s, 3H), 2.27 (s, 3H), 2.23-2.10 (m, 2H).

Quellen und Nachweise

ORD-Eintrag
ord-91e054cdaedf4b799acd2e5f17fae24b
Quelldatensatz
uspto-grants-2004_03
Patentnummer
US06699852B2

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