Hydrochloric Acid → (4-Chlorophenyl)(5,6,7,8-tetrahydro-[1,2,4]triazolo[4,3-a]pyrazin-3-yl)methanamine bishydrochloride

HRID 2192432Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2192432
C(OC([NH:8][CH:9]([C:26]1[CH:31]=[CH:30][C:29]([Cl:32])=[CH:28][CH:27]=1)[C:10]1[N:14]2[CH2:15][CH2:16][N:17](C(OC(C)(C)C)=O)[CH2:18][C:13]2=[N:12][N:11]=1)=O)(C)(C)C.CO.[ClH:35]>>[ClH:32].[ClH:35].[Cl:32][C:29]1[CH:30]=[CH:31][C:26]([CH:9]([C:10]2[N:14]3[CH2:15][CH2:16][NH:17][CH2:18][C:13]3=[N:12][N:11]=2)[NH2:8])=[CH:27][CH:28]=1

Komponenten

4

Edukt 3

HCID 313Hydrochloric AcidHCID 887MethanolHCID 67438472HCID 67438472, Verbindung

Produkt 1

HCID 67436165(4-Chlorophenyl)(5,6,7,8-tetrahydro-[1,2,4]triazolo[4,3-a]pyrazin-3-yl)methanamine bishydrochlorideAusbeute 99 %

Versuchsvorschrift

A solution of tert-butyl 3-((tert-butoxycarbonylamino)(4-chlorophenyl)methyl)-5,6-dihydro-[1,2,4]triazolo[4,3-a]pyrazine-7(8H)-carboxylate (0.652 g, 1.41 mmol) in MeOH (7.03 mL, 1.41 mmol) was saturated with HCl (g). The reaction mixture was stirred at room temperature for 30 minutes and then concentrated in vacuo to afford (4-chlorophenyl)(5,6,7,8-tetrahydro-[1,2,4]triazolo[4,3-a]pyrazin-3-yl)methanamine bishydrochloride as a foam (0.47 g, 99%). LCMS (APCI+) M+H+: 264 (50%), 266 (10%), 267 (3%); rt=1.76 minutes. 1H NMR (400 MHz, d6-DMSO) δ 10.62 (s, 1H), 10.18 (s, 1H), 9.43 (s, 3H), 7.57 (d, J=8.6 Hz, 2H), 7.53 (d, J=8.6 Hz, 2H), 6.13 (m, 1H), 4.51 (m, 2H), 4.44 (m, 1H), 3.56 (m, 3H).

Aufarbeitung

  1. concentrationconcentrated in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-82943889975c458c9fe4ad30435881c2
Quelldatensatz
uspto-grants-2012_12
Patentnummer
US08329709B2

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