Hydrochloric Acid → HCID 66958569, compound
Reaction equation
Cl.[Cl:2][CH2:3][C:4]1[N:5]([CH2:17][CH2:18][CH2:19][NH:20]C(=O)OC(C)(C)C)[C:6]2[C:15]3[N:14]=[CH:13][CH:12]=[CH:11][C:10]=3[N:9]=[CH:8][C:7]=2[N:16]=1>CO>[ClH:2].[Cl:2][CH2:3][C:4]1[N:5]([CH2:17][CH2:18][CH2:19][NH2:20])[C:6]2[C:15]3[N:14]=[CH:13][CH:12]=[CH:11][C:10]=3[N:9]=[CH:8][C:7]=2[N:16]=1Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Procedure
Concentrated hydrochloric acid (15 mL) was added to a suspension of tert-butyl 3-[2-(chloromethyl)-1H-imidazo[4,5-c][1,5]naphthyridin-1-yl]propylcarbamate (8.0 g, 21.3 mmol) in methanol (90 mL). The resulting solution was allowed to stir at room temperature for 72 hours. A solid formed that was isolated by filtration, washed with a minimal amount of methanol, and dried under vacuum to afford 6.11 g of 3-[2-(chloromethyl)-1H-imidazo[4,5-c][1,5]naphthyridin-1-yl]propan-1-amine hydrochloride as a pale yellow solid.