Hydrochloric Acid → (S)-2-(1-Aminoethyl)-5-((2-((2-(dimethylamino)ethyl)amino)phenyl)thio)-3-phenylpyrrolo[2,1-f][1,2,4]triazin-4(3H)-one

반응식

[CH3:1][N:2]([CH3:39])[CH2:3][CH2:4][NH:5][C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][C:7]=1[S:12][C:13]1[CH:14]=[CH:15][N:16]2[C:21]=1[C:20](=[O:22])[N:19]([C:23]1[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=1)[C:18]([C@@H:29]([NH:31]C(=O)OC(C)(C)C)[CH3:30])=[N:17]2.Cl.O1CCOCC1>>[NH2:31][C@H:29]([C:18]1[N:19]([C:23]2[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=2)[C:20](=[O:22])[C:21]2=[C:13]([S:12][C:7]3[CH:8]=[CH:9][CH:10]=[CH:11][C:6]=3[NH:5][CH2:4][CH2:3][N:2]([CH3:1])[CH3:39])[CH:14]=[CH:15][N:16]2[N:17]=1)[CH3:30]

참가 물질

반응물 3

HCID 313Hydrochloric Acid

HCID 312751,4-Dioxane

HCID 131736158HCID 131736158, 화합물

생성물 1

HCID 118433892(S)-2-(1-Aminoethyl)-5-((2-((2-(dimethylamino)ethyl)amino)phenyl)thio)-3-phenylpyrrolo[2,1-f][1,2,4]triazin-4(3H)-one수율 63%

실험 절차

(S)-tert-Butyl (1-(5-((2-((2-(dimethylamino)ethyl)amino)phenyl)thio)-4-oxo-3-phenyl-3,4-dihydropyrrolo[2,1-f][1,2,4]triazin-2-yl)ethyl)carbamate (432 mg, 0.79 mmol) was treated with a solution of hydrochloric acid in dioxane (4M, 3.9 mL, 15.76 mmol) according to the method described in Preparation 1 to obtain 267 mg (90% purity, 63% yield) of the title compound as a hydrochloride salt that was used in the following step without further purification.