Hydrochloric Acid → 2-(1-Aminomethyl-6,7-dimethoxy-isoquinolin-4-ylamino)thiazole-4-carboxylic acid ethyl ester hydrochloride salt

HRID 14672

Reaktionsgleichung

Reaktionsgleichung von HRID 14672
[CH2:1]([O:3][C:4]([C:6]1[N:7]=[C:8]([NH:11][C:12]2[C:21]3[C:16](=[CH:17][C:18]([O:24][CH3:25])=[C:19]([O:22][CH3:23])[CH:20]=3)[C:15]([CH2:26][NH:27]C(OC(C)(C)C)=O)=[N:14][CH:13]=2)[S:9][CH:10]=1)=[O:5])[CH3:2].[ClH:35]>C(Cl)Cl.O1CCOCC1>[ClH:35].[CH2:1]([O:3][C:4]([C:6]1[N:7]=[C:8]([NH:11][C:12]2[C:21]3[C:16](=[CH:17][C:18]([O:24][CH3:25])=[C:19]([O:22][CH3:23])[CH:20]=3)[C:15]([CH2:26][NH2:27])=[N:14][CH:13]=2)[S:9][CH:10]=1)=[O:5])[CH3:2]

Komponenten

5

Edukt 2

HCID 313Hydrochloric AcidHCID 593411022-[1-(Tert-butoxycarbonylamino-methyl)-6,7-dimethoxy-isoquinolin-4-ylamino]thiazole-4-carboxylic acid ethyl ester

Produkt 1

HCID 867611282-(1-Aminomethyl-6,7-dimethoxy-isoquinolin-4-ylamino)thiazole-4-carboxylic acid ethyl ester hydrochloride saltAusbeute 93 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 6344DichloromethaneLösungsmittelHCID 312751,4-DioxaneLösungsmittel

Versuchsvorschrift

2-[1-(tert-Butoxycarbonylamino-methyl)-6,7-dimethoxy-isoquinolin-4-ylamino]-thiazole-4-carboxylic acid ethyl ester (40 mg, 0.0818 mmol) in CH2Cl2 (1.0 mL) was treated with a 4.0 M HCl solution in dioxane (0.21 mL) at room temperature. After the reaction mixture was stirred at room temperature for 15 h, the suspension was filtered. The yellow solid was dried in vacuo to give 2-(1-aminomethyl-6,7-dimethoxy-isoquinolin-4-ylamino)thiazole-4-carboxylic acid ethyl ester hydrochloride salt (32.3 mg; 93%). 1H-NMR (D2O): δ, 8.81 (s, 1H), 7.46 (s, 1H), 7.18 (s, 1H), 7.13 (s, 1H), 4.63 (s, 2H), 4.14 (q, 2H, J=7.1 Hz), 3.86 (s, 3H), 3.83 (s, 3H), 1.20 (t, 3H, J=7.3 Hz); MS: calculated for C18H21N4O4S (M−Cl) 389.0; found: 389.0.

Aufarbeitung

  1. filtrationthe suspension was filtered
  2. customThe yellow solid was dried in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-d5a92311e4554d24ad3325e95119763c
Quelldatensatz
uspto-grants-2010_06
Patentnummer
US07732446B1

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