Cl.O1CCOCC1.C(OC([NH:15][CH2:16][C:17]1[CH:22]=[CH:21][C:20]([C:23]2[CH:24]=[CH:25][N:26]3[C:31]([C:32]=2[CH3:33])=[C:30]([CH:34]2[CH2:36][CH2:35]2)[CH:29]=[C:28]([C:37]([OH:39])=[O:38])[C:27]3=[O:40])=[CH:19][C:18]=1[F:41])=O)(C)(C)C>C(#N)C>[NH2:15][CH2:16][C:17]1[CH:22]=[CH:21][C:20]([C:23]2[CH:24]=[CH:25][N:26]3[C:31]([C:32]=2[CH3:33])=[C:30]([CH:34]2[CH2:35][CH2:36]2)[CH:29]=[C:28]([C:37]([OH:39])=[O:38])[C:27]3=[O:40])=[CH:19][C:18]=1[F:41]A solution of 4M hydrochloric acid in dioxane (1 mL, 4 mmol) was added to a solution of 8-(4-((tert-butoxycarbonylamino)methyl)-3-fluorophenyl)-1-cyclopropyl-9-methyl-4-oxo-4H-quinolizine-3-carboxylic acid (24 mg, 0.051 mmol) in ACN (4 mL). The mixture was stirred for 4 h and a suspension was formed. The product compound 4 was collected by filtration (17.7 mg, 78%).
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