1,4-Dioxane hydrochloride → HCID 67539368, compound
Reaction equation
[O:1]1[C:6]2[CH:7]=[CH:8][C:9]([CH2:11][N:12]([CH:20]3[CH2:25][CH2:24][N:23]([CH2:26][CH2:27][N:28]4[C:37]5[C:32](=[CH:33][CH:34]=[C:35]([N:38]([CH3:40])[CH3:39])[CH:36]=5)[C:31]([CH3:41])=[CH:30][C:29]4=[O:42])[CH2:22][CH2:21]3)C(=O)OC(C)(C)C)=[CH:10][C:5]=2[O:4][CH2:3][CH2:2]1.[ClH:43].O1CCOCC1>O1CCOCC1>[ClH:43].[O:1]1[C:6]2[CH:7]=[CH:8][C:9]([CH2:11][NH:12][CH:20]3[CH2:25][CH2:24][N:23]([CH2:26][CH2:27][N:28]4[C:37]5[C:32](=[CH:33][CH:34]=[C:35]([N:38]([CH3:39])[CH3:40])[CH:36]=5)[C:31]([CH3:41])=[CH:30][C:29]4=[O:42])[CH2:22][CH2:21]3)=[CH:10][C:5]=2[O:4][CH2:3][CH2:2]1Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Procedure
To 0.12 g of tert-butyl (2,3-dihydro-1,4-benzodioxin-6-ylmethyl)(1-(2-(7-dimethylamino-4-methyl-2-oxoquinolin-1(2H)-yl)ethyl)piperidin-4-yl)carbamate, 3 mL of 1,4-dioxane and 1 mL of 4.0 mol/L hydrogen chloride/1,4-dioxane were added, and stirred at room temperature overnight. The solvent was removed under reduced pressure, the resulting solid was recrystallized in methanol-ethyl acetate to give 44 mg of 1-(2-(4-((2,3-dihydro-1,4-benzodioxin-6-ylmethyl)amino)piperidin-1-yl)ethyl)-7-dimethylamino-4-methylquinolin-2(1H)-one hydrochloride as a brown solid.
Workup
- customThe solvent was removed under reduced pressure
- customthe resulting solid was recrystallized in methanol-ethyl acetate
Sources & evidence
- ORD record
- ord-e100c1e5cfc64743b09c9b13e2d2c7f6
- Source dataset
- uspto-grants-2013_09
- Patent number
- US08524738B2
Reaction notes
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