Methanol → 1-(2-(4-((2,3-dihydro-1,4-benzodioxin-6-ylmethyl)amino)piperidin-1-yl)ethyl)-N-methyl-4-methyl-2-oxo-1,2-dihydroquinoline-7-carboxamide hydrochloride

HRID 2193203Notes

Reaction equation

HRID 2193203 reaction equation
CO.C(OC(=O)[N:9]([CH2:34][C:35]1[CH:44]=[CH:43][C:38]2[O:39][CH2:40][CH2:41][O:42][C:37]=2[CH:36]=1)[CH:10]1[CH2:15][CH2:14][N:13]([CH2:16][CH2:17][N:18]2[C:27]3[C:22](=[CH:23][CH:24]=[C:25]([C:28]([NH:30][CH3:31])=[O:29])[CH:26]=3)[C:21]([CH3:32])=[CH:20][C:19]2=[O:33])[CH2:12][CH2:11]1)(C)(C)C.[ClH:46].C(OCC)(=O)C>C(OCC)(=O)C>[ClH:46].[O:39]1[C:38]2[CH:43]=[CH:44][C:35]([CH2:34][NH:9][CH:10]3[CH2:15][CH2:14][N:13]([CH2:16][CH2:17][N:18]4[C:27]5[C:22](=[CH:23][CH:24]=[C:25]([C:28]([NH:30][CH3:31])=[O:29])[CH:26]=5)[C:21]([CH3:32])=[CH:20][C:19]4=[O:33])[CH2:12][CH2:11]3)=[CH:36][C:37]=2[O:42][CH2:41][CH2:40]1

Participants

5

Reactant 3

HCID 887MethanolHCID 21866389Hydrogen chloride-ethyl acetateHCID 59398071tert-butyl (2,3-dihydro-1,4-benzodioxin-6-ylmethyl)(1-(2-(4-methyl-7-((methylamino) carbonyl)-2-oxoquinolin-1(2H)-yl)ethyl)piperidin-4-yl)carbamate

Product 1

HCID 675396061-(2-(4-((2,3-dihydro-1,4-benzodioxin-6-ylmethyl)amino)piperidin-1-yl)ethyl)-N-methyl-4-methyl-2-oxo-1,2-dihydroquinoline-7-carboxamide hydrochloride

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

To 0.5 mL of methanol solution containing 58 mg of tert-butyl(2,3-dihydro-1,4-benzodioxin-6-ylmethyl)(1-(2-(4-methyl-7-((methylamino)carbonyl)-2-oxoquinolin-1(2H)-yl)ethyl)piperidin-4-yl)carbamate, 0.5 mL of 4 mol/L hydrogen chloride/ethyl acetate solution was added, and stirred for 5.5 hours. Ethyl acetate was added, and the resulting solid was filtered to give 0.032 g of 1-(2-(4-((2,3-dihydro-1,4-benzodioxin-6-ylmethyl)amino)piperidin-1-yl)ethyl)-N-methyl-4-methyl-2-oxo-1,2-dihydroquinoline-7-carboxamide hydrochloride as a white solid.

Workup

  1. additionwas added
  2. filtrationthe resulting solid was filtered

Sources & evidence

ORD record
ord-018f47582d9a4fcbb8ea83a44ddf425f
Source dataset
uspto-grants-2012_12
Patent number
US08329694B2

Reaction notes

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