Hydrochloric Acid → Hydrochloric Acid

Reaktionsgleichung

[CH3:1][C@H:2]1[C@H:6]([O:7][C:8]2[C:17]3[C:12](=[CH:13][CH:14]=[CH:15][CH:16]=3)[CH:11]=[C:10]([C:18]3[NH:22][C:21](=[O:23])[NH:20][N:19]=3)[N:9]=2)[CH2:5][N:4](C(OC(C)(C)C)=O)[CH2:3]1.[ClH:31].O1CCOCC1>>[ClH:31].[CH3:1][C@@H:2]1[CH2:3][NH:4][CH2:5][C@H:6]1[O:7][C:8]1[C:17]2[C:12](=[CH:13][CH:14]=[CH:15][CH:16]=2)[CH:11]=[C:10]([C:18]2[NH:22][C:21](=[O:23])[NH:20][N:19]=2)[N:9]=1

Komponenten

Edukt 3

HCID 313Hydrochloric Acid

HCID 312751,4-Dioxane

HCID 136597019HCID 136597019, Verbindung

Produkt 2

HCID 313Hydrochloric Acid

HCID 136596932HCID 136596932, Verbindung

Versuchsvorschrift

A mixture of tert-butyl trans-3-methyl-4-((3-(5-oxo-4,5-dihydro-1H-1,2,4-triazol-3-yl)isoquinolin-1-yl)oxy)pyrrolidine-1-carboxylate (0.640 g, 1.555 mmol) and HCl in 1,4-dioxane (3.8 mL, 15.55 mmol) was stirred for 30 minutes, forming a mustard colored precipitate. The precipitate was filtered, washed with diethyl ether, and dried to give an HCl salt of the title compound (0.550 g, quantitative yield). 1H NMR (500 MHz, DMSO-d6) δ ppm 1.19 (d, 3H), 2.68-2.74 (m, 1H), 3.03 (dd, 1H), 3.27-3.60 (m, 3H), 3.86 (dd, 1H), 5.73-5.85 (m, 1H), 7.69 (t, 1H), 7.78-7.90 (m, 1H), 8.02 (s, 1H), 8.04 (d, 1H), 8.21-8.30 (m, 1H), 9.48 (br s, 1H), 9.67 (br s, 1H), 11.8 (s, 0.5H), 12.01 (s, 0.5H); ESI-MS m/z [M+H]+ 312.6.