Triethylamine → 5-(2-fluorophenethyl)-2,3,4,5-tetrahydro-8-iodo-2-methyl-1H-pyrido[4,3-b]indole

HRID 509708Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 509708
Cl.[I:2][C:3]1[CH:8]=[CH:7][C:6]([NH:9]N)=[CH:5][CH:4]=1.[F:11][C:12]1[CH:20]=[CH:19][CH:18]=[CH:17][C:13]=1[CH2:14][CH2:15]Br.C(N(CC)CC)C.Cl.[CH3:29][N:30]1[CH2:35][CH2:34][C:33](=O)[CH2:32][CH2:31]1.FC(F)(F)C([O-])=O>C(O)C>[F:11][C:12]1[CH:20]=[CH:19][CH:18]=[CH:17][C:13]=1[CH2:14][CH2:15][N:9]1[C:6]2[CH:7]=[CH:8][C:3]([I:2])=[CH:4][C:5]=2[C:32]2[CH2:31][N:30]([CH3:29])[CH2:35][CH2:34][C:33]1=2

Komponenten

7

Edukt 5

HCID 8471TriethylamineHCID 84468TrifluoroacetateHCID 27569642-Fluorophenethyl bromideHCID 122087954-Iodophenylhydrazine hydrochlorideHCID 122100571-Methylpiperidin-4-one hydrochloride

Produkt 1

HCID 578762465-(2-fluorophenethyl)-2,3,4,5-tetrahydro-8-iodo-2-methyl-1H-pyrido[4,3-b]indoleAusbeute 0,5 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel

Versuchsvorschrift

Preparation of the title compound was carried out according to General Method 8. 4-Iodophenylhydrazine hydrochloride (500 mg, 2.1 mmol), 2-fluorophenethylbromide (0.3 ml, 2.1 mmol), triethyl amine (0.8 ml, 6.3 mmol) and N-methyl-4-piperidone hydrochloride (312 mg, 2.1 mmol) were taken in ethanol (10 ml) to obtain 5 mg of 5-(2-fluorophenethyl)-2,3,4,5-tetrahydro-8-iodo-2-methyl-1H-pyrido[4,3-b]indole as a trifluoroacetate salt after purification by reverse-phase chromatography (C-18, 500 mm×50 mm, Mobile Phase A=0.05% TFA in water, B=0.05% TFA in acetonitrile, Gradient: 10% B to 80% B in 30 min, injection vol. 5 mL).

Quellen und Nachweise

ORD-Eintrag
ord-521570ed17164ebaa0afba6f902f1fbf
Quelldatensatz
uspto-grants-2015_08
Patentnummer
US09096591B2

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