3-(1-(2,3-dichlorophenyl)-1H-tetrazol-5-yl)pyridin-2-amine → N-tert-butyl-3-(1-(3-chloro-2-fluorophenyl)-1H-tetrazol-5-yl)pyridin-2-amine

HRID 1518506

Reaktionsgleichung

Reaktionsgleichung von HRID 1518506
[Cl:1][C:2]1[C:7]([Cl:8])=[CH:6][CH:5]=[CH:4][C:3]=1[N:9]1[C:13]([C:14]2[C:15]([NH2:20])=[N:16][CH:17]=[CH:18][CH:19]=2)=[N:12][N:11]=[N:10]1.[Cl:21][C:22]1[C:23]([F:40])=[C:24]([N:28]2[C:32]([C:33]3[C:34]([NH2:39])=[N:35][CH:36]=[CH:37][CH:38]=3)=[N:31][N:30]=[N:29]2)[CH:25]=[CH:26][CH:27]=1>>[C:33]([NH:20][C:15]1[C:14]([C:13]2[N:9]([C:3]3[CH:4]=[CH:5][CH:6]=[C:7]([Cl:8])[C:2]=3[Cl:1])[N:10]=[N:11][N:12]=2)=[CH:19][CH:18]=[CH:17][N:16]=1)([CH3:34])([CH3:38])[CH3:32].[C:14]([NH:39][C:34]1[C:33]([C:32]2[N:28]([C:24]3[CH:25]=[CH:26][CH:27]=[C:22]([Cl:21])[C:23]=3[F:40])[N:29]=[N:30][N:31]=2)=[CH:38][CH:37]=[CH:36][N:35]=1)([CH3:15])([CH3:19])[CH3:13]

Komponenten

4

Versuchsvorschrift

Crude N-tert-butyl-3-(1-(2,3-difluorophenyl)-1H-tetrazol-5-yl)pyridin-2-amine was dissolved in MeOH (10 mL), treated with 6N HCl (20 mL), and heated to reflux for 2 hours. The mixture was subsequently cooled to RT and neutralized with 6N NaOH. The resulting precipitate was collected, washed with water, and dried in vacuo to give 3-(1-(2,3-difluorophenyl)-1H-tetrazol-5-yl)pyridin-2-amine as white solid. Using the same procedure, 3-(1-(2,3-dichlorophenyl)-1H-tetrazol-5-yl)pyridin-2-amine and 3-(1-(3-chloro-2-fluorophenyl)-1H-tetrazol-5-yl)pyridin-2-amine can be produced from N-tert-butyl-3-(1-(2,3-dichlorophenyl)-1H-tetrazol-5-yl)pyridin-2-amine and N-tert-butyl-3-(1-(3-chloro-2-fluorophenyl)-1H-tetrazol-5-yl)pyridin-2-amine, respectively.

Quellen und Nachweise

ORD-Eintrag
ord-652a4008303143c59c1501f505f4597a
Quelldatensatz
uspto-grants-2012_07
Patentnummer
US08232406B2

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