Formaldehyde → 6-chloro-2,3,4,9-tetrahydro-2-methyl-9-(2-(piperidin-1-yl)ethyl)-1H-pyrido[3,4-b]indole

HRID 2198326Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2198326
Cl.ClC1C=CC(NN)=CC=1.Cl.Cl[CH2:13][CH2:14][N:15]1[CH2:20][CH2:19][CH2:18][CH2:17][CH2:16]1.[Cl:21][C:22]1[CH:27]=[CH:26][C:25]([N:28]([CH2:30][CH2:31][N:32]2[CH2:37][CH2:36][CH2:35]C[CH2:33]2)N)=[CH:24][CH:23]=1.C(OC(OCC)CCCNC)C.ClC1C=C2C(=CC=1)N(CCN1CCCCC1)C=C2CCNC.C=O.C(O)(C(F)(F)F)=O>[Cl-].C([N+](CCCC)(CCCC)CCCC)CCC.C(#N)C>[Cl:21][C:22]1[CH:23]=[C:24]2[C:25](=[CH:26][CH:27]=1)[N:28]([CH2:13][CH2:14][N:15]1[CH2:20][CH2:19][CH2:18][CH2:17][CH2:16]1)[C:30]1[CH2:31][N:32]([CH3:33])[CH2:37][CH2:36][C:35]2=1

Komponenten

10

Edukt 7

HCID 712FormaldehydeHCID 6422Trifluoroacetic acidHCID 71600Hydrazine, (4-chlorophenyl)-, hydrochloride (1:1)HCID 74826Piperidine, 1-(2-chloroethyl)-, hydrochlorideHCID 139945474,4-Diethoxy-N-methylbutan-1-amineHCID 669116281-(4-Chlorophenyl)-1-(2-(piperidin-1-yl)ethyl)hydrazineHCID 669117682-(5-chloro-1-(2-(piperidin-1-yl)ethyl)-1H-indol-3-yl)-N-methylethanamine

Produkt 1

HCID 442424396-chloro-2,3,4,9-tetrahydro-2-methyl-9-(2-(piperidin-1-yl)ethyl)-1H-pyrido[3,4-b]indole

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 70681Tetrabutylammonium ChlorideKatalysatorHCID 6342AcetonitrileLösungsmittel

Versuchsvorschrift

The title compound was prepared by following General Methods 2, 3 and 4 using 4-chlorophenylhydrazine hydrochloride, 1-(2-chloroethyl)piperidine hydrochloride, and tetra-n-butylammonium chloride (General Method 2), 1-(4-chlorophenyl)-1-(2-(piperidin-1-yl)ethyl)hydrazine (Example 3) and 4,4-diethoxy-N-methylbutan-1-amine (General Method 3) and 2-(5-chloro-1-(2-(piperidin-1-yl)ethyl)-1H-indol-3-yl)-N-methylethanamine (Example 12), formaldehyde and TFA in acetonitrile (General Method 4).

Quellen und Nachweise

ORD-Eintrag
ord-50ece129bb42420b8fabc61e058c5c08
Quelldatensatz
uspto-grants-2012_12
Patentnummer
US08338447B2

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