3-Aminopyridine → HCID 58700294, Verbindung

HRID 2215919Notizen

Reaktionsgleichung

C(OC(N1CCC2N(C)C3C(C(F)(F)F)=CC(NC4C=CC=CN=4)=CC=3C2C1)=O)(C)(C)C.C(OC([N:40]1[CH2:56][CH2:55][C@@H:43]2[N:44]([CH3:54])[C:45]3[C:46]([C:52]#[N:53])=[CH:47][C:48](Br)=[CH:49][C:50]=3[C@@H:42]2[CH2:41]1)=O)(C)(C)C.[NH2:57][C:58]1[CH:59]=[N:60][CH:61]=[CH:62][CH:63]=1.CC([O-])(C)C.[Na+]>>[CH3:54][N:44]1[C:45]2[C:50](=[CH:49][C:48]([NH:57][C:58]3[CH:59]=[N:60][CH:61]=[CH:62][CH:63]=3)=[CH:47][C:46]=2[C:52]#[N:53])[C@@H:42]2[CH2:41][NH:40][CH2:56][CH2:55][C@H:43]12

Komponenten

Edukt 4

HCID 100093-Aminopyridine

HCID 23676156Sodium t-butoxide

HCID 58700289(4aS,9bR)-8-bromo-6-cyano-5-methyl-1,3,4,4a,5,9b-hexahydro-pyrido[4,3-b]indole-2-carboxylic acid tert-butyl ester

HCID 67183531HCID 67183531, Verbindung

Produkt 1

HCID 58700294HCID 58700294, Verbindung

Versuchsvorschrift

The title compound was prepared by following the general method for (5-Methyl-6-trifluoromethyl-2,3,4,4a,5,9b-hexahydro-1H-pyrido[4,3-b]indol-8-yl)-pyridin-3-yl-amine (Method A) as an oil (40 mg, 26%) from (4aS,9bR)-8-bromo-6-cyano-5-methyl-1,3,4,4a,5,9b-hexahydro-pyrido[4,3-b]indole-2-carboxylic acid tert-butyl ester (Example 158, 196 mg, 0.5 mmol), 3-amino-pyridine (141 mg, 1.5 mmol) and NaOt-Bu (144 mg, 1.5 mmol). MS (ESI): 306 (base, M+H).

Quellen und Nachweise

ORD-Eintrag: ord-dc27ca0f0ae949e7ace5603947fce53a
Quelldatensatz: uspto-grants-2006_09
DOI: 10.6084/m9.figshare.5104873.v1
Patentnummer: US07109339B2

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