Hydrogen chloride-ethyl acetate → 1-(2-(4-((2,3-Dihydro-1,4-benzodioxin-6-ylmethyl)amino)piperidin-1-yl)ethyl)-7-methoxy-5-(1-(hydroxyimino)propyl)-1,2-dihydro-2-oxoquinoline hydrochloride

HRID 2193295Notes

Reaction equation

HRID 2193295 reaction equation
C(OC(=O)[N:7]([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:8]1[CH2:13][CH2:12][N:11]([CH2:14][CH2:15][N:16]2[C:25]3[C:20](=[C:21]([C:28](=[N:31][OH:32])[CH2:29][CH3:30])[CH:22]=[C:23]([O:26][CH3:27])[CH:24]=3)[CH:19]=[CH:18][C:17]2=[O:33])[CH2:10][CH2:9]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:7][CH:8]3[CH2:9][CH2:10][N:11]([CH2:14][CH2:15][N:16]4[C:25]5[C:20](=[C:21]([C:28](=[N:31][OH:32])[CH2:29][CH3:30])[CH:22]=[C:23]([O:26][CH3:27])[CH:24]=5)[CH:19]=[CH:18][C:17]4=[O:33])[CH2:12][CH2:13]3)=[CH:36][C:37]=2[O:42][CH2:41][CH2:40]1

Participants

4

Reactant 2

HCID 21866389Hydrogen chloride-ethyl acetateHCID 72288052tert-butyl (2,3-dihydro-1,4-benzodioxin-6-ylmethyl)(1-(2-(5-(1-(hydroxyimino)propyl)-7-methoxy-2-oxoquinolin-1(2H)-yl)ethyl)piperidin-4-yl)carbamate

Product 1

HCID 866431871-(2-(4-((2,3-Dihydro-1,4-benzodioxin-6-ylmethyl)amino)piperidin-1-yl)ethyl)-7-methoxy-5-(1-(hydroxyimino)propyl)-1,2-dihydro-2-oxoquinoline hydrochloride

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

To 1 mL of an ethyl acetate solution containing 83 mg of tert-butyl(2,3-dihydro-1,4-benzodioxin-6-ylmethyl)(1-(2-(5-(1-(hydroxyimino)propyl)-7-methoxy-2-oxoquinolin-1(2H)-yl)ethyl)piperidin-4-yl)carbamate, 1 mL of 4 mol/L hydrogen chloride/ethyl acetate was added, and stirred at room temperature. The resulting solid was filtered to give 51 mg of 1-(2-(4-((2,3-dihydro-1,4-benzodioxin-6-ylmethyl)amino)piperidin-1-yl)ethyl)-7-methoxy-5-(1-(hydroxyimino)propyl)-1,2-dihydro-2-oxoquinoline hydrochloride as a green solid.

Workup

  1. additionwas added
  2. filtrationThe resulting solid was filtered

Sources & evidence

ORD record
ord-0c6285100315454a9e067ad4a1a40af8
Source dataset
uspto-grants-2012_12
Patent number
US08329694B2

Reaction notes

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