6-Benzothiazolecarboxylic acid, 2-amino- → (2-Amino-benzothiazol-6-yl)-(cis-2,3,4a,5,6,10b-hexahydro-1H-benzo[f]quinolin-4-yl)-methanone

HRID 455407

Reaktionsgleichung

Reaktionsgleichung von HRID 455407
[NH2:1][C:2]1[S:3][C:4]2[CH:10]=[C:9]([C:11]([OH:13])=O)[CH:8]=[CH:7][C:5]=2[N:6]=1.[CH2:14]1[C@H:23]2[C@H:18]([CH2:19][CH2:20][C:21]3[CH:27]=[CH:26][CH:25]=[CH:24][C:22]=32)[NH:17][CH2:16][CH2:15]1.F[P-](F)(F)(F)(F)F.N1(OC(N(C)C)=[N+](C)C)C2N=CC=CC=2N=N1>>[NH2:1][C:2]1[S:3][C:4]2[CH:10]=[C:9]([C:11]([N:17]3[C@@H:18]4[C@@H:23]([C:22]5[CH:24]=[CH:25][CH:26]=[CH:27][C:21]=5[CH2:20][CH2:19]4)[CH2:14][CH2:15][CH2:16]3)=[O:13])[CH:8]=[CH:7][C:5]=2[N:6]=1

Komponenten

4

Edukt 3

HCID 667406-Benzothiazolecarboxylic acid, 2-amino-HCID 9886157Methanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1)HCID 12327022(4aS,10bR)-1,2,3,4,4a,5,6,10b-Octahydrobenzo[f]quinoline

Produkt 1

HCID 86667144(2-Amino-benzothiazol-6-yl)-(cis-2,3,4a,5,6,10b-hexahydro-1H-benzo[f]quinolin-4-yl)-methanoneAusbeute 24 %

Versuchsvorschrift

The title compound is prepared from 2-amino-benzothiazole-6-carboxylic acid and cis-1,2,3,4,4a,5,6,10b-octahydro-benzo[f]quinoline following a procedure analogous to that described in Example 1 [2-(7-aza-1H-benzotriazol-1-yl)-1,1,3,3-tetramethyluronium hexa-fluorophosphate is used]. Yield: 24% of theory; LC (method 4): tR=1.80 min; Mass spectrum (ESI+): m/z=364 [M+H]+.

Quellen und Nachweise

ORD-Eintrag
ord-f0290ae204814bc4904d803198e88585
Quelldatensatz
uspto-grants-2013_07
Patentnummer
US08497281B2

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