Hydrochloric Acid → 1-(9-Methyl-5,7,8,9-tetrahydro-6H-pyrido[3',4':4,5]pyrrolo[2,3-b]pyridin-2-yl)-4-(4-(trifluoromethyl)phenyl)pyridin-2(1H)-one hydrochloride

HRID 882044Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 882044
[CH3:1][N:2]1[C:6]2=[N:7][C:8]([N:11]3[CH:16]=[CH:15][C:14]([C:17]4[CH:22]=[CH:21][C:20]([C:23]([F:26])([F:25])[F:24])=[CH:19][CH:18]=4)=[CH:13][C:12]3=[O:27])=[CH:9][CH:10]=[C:5]2[C:4]2[CH2:28][NH:29][CH2:30][CH2:31][C:3]1=2.[ClH:32]>CO>[ClH:32].[CH3:1][N:2]1[C:6]2=[N:7][C:8]([N:11]3[CH:16]=[CH:15][C:14]([C:17]4[CH:18]=[CH:19][C:20]([C:23]([F:26])([F:25])[F:24])=[CH:21][CH:22]=4)=[CH:13][C:12]3=[O:27])=[CH:9][CH:10]=[C:5]2[C:4]2[CH2:28][NH:29][CH2:30][CH2:31][C:3]1=2

Komponenten

4

Edukt 2

HCID 313Hydrochloric AcidHCID 573839591-(9-Methyl-5,7,8,9-tetrahydro-6H-pyrido[3',4':4,5]pyrrolo[2,3-b]pyridin-2-yl)-4-(4-(trifluoromethyl)phenyl)pyridin-2(1H)-one

Produkt 1

HCID 679700521-(9-Methyl-5,7,8,9-tetrahydro-6H-pyrido[3',4':4,5]pyrrolo[2,3-b]pyridin-2-yl)-4-(4-(trifluoromethyl)phenyl)pyridin-2(1H)-one hydrochlorideAusbeute 82 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 887MethanolLösungsmittel2×

Versuchsvorschrift

A solution of 1-(9-methyl-5,7,8,9-tetrahydro-6H-pyrido[3′,4′:4,5]pyrrolo[2,3-b]pyridin-2-yl)-4-(4-(trifluoromethyl)phenyl)pyridin-2(1H)-one (50 mg, 0.12 mmol) in MeOH (2.0 mL) was treated with 1.25 M HCl in MeOH (94 μL, 0.12 mmol), and the resulting solution was stirred at ambient temperature for 18 h. The solution was concentrated to dryness to provide the title compound (45 mg, 82%) as a bright yellow powder: mp 278-281° C. decomp.; 1H NMR (500 MHz, DMSO-d6) δ 8.06-8.00 (m, 4H), 7.88 (d, J=8.0 Hz, 2H), 7.42 (d, J=3.0 Hz, 1H), 6.90 (d, J=2.0 Hz, 1H), 6.78 (dd, J=7.0, 2.0 Hz, 1H), 4.19 (s, 2H), 3.71 (s, 3H), 3.37 (t, J=5.5 Hz, 2H), 2.99 (t, J=5.5 Hz, 2H); ESI MS m/z 425 [M+H]+; HPLC (Method A) 98.9% (AUC), tR=14.8 min.

Aufarbeitung

  1. concentrationThe solution was concentrated to dryness

Quellen und Nachweise

ORD-Eintrag
ord-6ff6f3e189d743068895716fc1ccf05b
Quelldatensatz
uspto-grants-2015_03
Patentnummer
US08993765B2

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