6-Benzothiazolecarboxylic acid, 2-amino- → (2-Amino-benzothiazol-6-yl)-(cis-2,3,4,4a,9,9a-hexahydro-indeno[2,1-b]pyridin-1-yl)-methanone

HRID 455464

Reaktionsgleichung

Reaktionsgleichung von HRID 455464
[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.[NH:14]1[CH2:19][CH2:18][CH2:17][C@@H:16]2[C:20]3[CH:21]=[CH:22][CH:23]=[CH:24][C:25]=3[CH2:26][C@H:15]12.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:14]3[CH2:19][CH2:18][CH2:17][C@@H:16]4[C:20]5[CH:21]=[CH:22][CH:23]=[CH:24][C:25]=5[CH2:26][C@H:15]34)=[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 58123900cis-2,3,4,4a,9,9a-hexahydro-1H-indeno[2,1-b]pyridine

Produkt 1

HCID 86654158(2-Amino-benzothiazol-6-yl)-(cis-2,3,4,4a,9,9a-hexahydro-indeno[2,1-b]pyridin-1-yl)-methanoneAusbeute 63 %

Versuchsvorschrift

The title compound is prepared from 2-amino-benzothiazole-6-carboxylic acid and cis-2,3,4,4a,9,9a-hexahydro-1H-indeno[2,1-b]pyridine 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: 63% of theory; LC (method 4): tR=1.76 min; Mass spectrum (ESI+): m/z=350 [M+H]+.

Quellen und Nachweise

ORD-Eintrag
ord-43327e92ead540b2a7d9a3eb910afba0
Quelldatensatz
uspto-grants-2013_07
Patentnummer
US08497281B2

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