Hydrogen chloride-ethyl acetate → Methyl 1-(2-(1-(2,3-dihydro-1,4-benzodioxin-6-ylmethyl)piperidin-4-ylamino)ethyl)-7-methoxy-2-oxo-1,2-dihydroquinoline-4-carboxylate hydrochloride

HRID 2193245Notes

Reaction equation

HRID 2193245 reaction equation
[O:1]1[C:6]2[CH:7]=[CH:8][C:9]([CH2:11][N:12]3[CH2:17][CH2:16][CH:15]([NH:18][CH2:19][CH2:20][N:21]4[C:30]5[C:25](=[CH:26][CH:27]=[C:28]([O:31][CH3:32])[CH:29]=5)[C:24]([C:33]([O:35][CH3:36])=[O:34])=[CH:23][C:22]4=[O:37])[CH2:14][CH2:13]3)=[CH:10][C:5]=2[O:4][CH2:3][CH2:2]1.[ClH:38].C(OCC)(=O)C>C(OCC)(=O)C>[ClH:38].[O:1]1[C:6]2[CH:7]=[CH:8][C:9]([CH2:11][N:12]3[CH2:13][CH2:14][CH:15]([NH:18][CH2:19][CH2:20][N:21]4[C:30]5[C:25](=[CH:26][CH:27]=[C:28]([O:31][CH3:32])[CH:29]=5)[C:24]([C:33]([O:35][CH3:36])=[O:34])=[CH:23][C:22]4=[O:37])[CH2:16][CH2:17]3)=[CH:10][C:5]=2[O:4][CH2:3][CH2:2]1

Participants

4

Reactant 2

HCID 21866389Hydrogen chloride-ethyl acetateHCID 59398439Methyl 1-(2-(1-(2,3-dihydro-1,4-benzodioxin-6-ylmethyl)piperidin-4-ylamino)ethyl)-7-methoxy-2-oxo-1,2-dihydroquinoline-4-carboxylate

Product 1

HCID 67539701Methyl 1-(2-(1-(2,3-dihydro-1,4-benzodioxin-6-ylmethyl)piperidin-4-ylamino)ethyl)-7-methoxy-2-oxo-1,2-dihydroquinoline-4-carboxylate hydrochloride

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

To 2 mL of an ethyl acetate solution containing 95 mg of methyl 1-(2-(1-(2,3-dihydro-1,4-benzodioxin-6-ylmethyl)piperidin-4-ylamino)ethyl)-7-methoxy-2-oxo-1,2-dihydroquinoline-4-carboxylate, 0.2 mL of 4.0 mol/L hydrogen chloride/ethyl acetate was added at room temperature, stirred at the same temperature for 10 min, and the resulting solid was filtered to give 84 mg of methyl 1-(2-(1-(2,3-dihydro-1,4-benzodioxin-6-ylmethyl)piperidin-4-ylamino)ethyl)-7-methoxy-2-oxo-1,2-dihydroquinoline-4-carboxylate hydrochloride as a yellow solid.

Workup

  1. additionwas added at room temperature
  2. filtrationthe resulting solid was filtered

Sources & evidence

ORD record
ord-05d3a2de66a845d29c708ad6fdb93127
Source dataset
uspto-grants-2012_12
Patent number
US08329694B2

Reaction notes

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