1-(2-(4-(3-fluoro-4-methylbenzylamino)piperidin-1-yl)ethyl)-7-methoxy-N-methyl-2-oxo-1,2-dihydroquinoline-4-carboxamide → 1-(2-(4-(3-fluoro-4-methylbenzylamino)piperidin-1-yl)ethyl)-7-methoxy-N-methyl-2-oxo-1,2-dihydroquinoline-4-carboxamide hydrochloride

HRID 2193333Notes

Reaction equation

HRID 2193333 reaction equation
[F:1][C:2]1[CH:3]=[C:4]([CH:32]=[CH:33][C:34]=1[CH3:35])[CH2:5][NH:6][CH:7]1[CH2:12][CH2:11][N:10]([CH2:13][CH2:14][N:15]2[C:24]3[C:19](=[CH:20][CH:21]=[C:22]([O:25][CH3:26])[CH:23]=3)[C:18]([C:27]([NH:29][CH3:30])=[O:28])=[CH:17][C:16]2=[O:31])[CH2:9][CH2:8]1.[ClH:36].C(OCC)(=O)C>CO>[ClH:36].[F:1][C:2]1[CH:3]=[C:4]([CH:32]=[CH:33][C:34]=1[CH3:35])[CH2:5][NH:6][CH:7]1[CH2:8][CH2:9][N:10]([CH2:13][CH2:14][N:15]2[C:24]3[C:19](=[CH:20][CH:21]=[C:22]([O:25][CH3:26])[CH:23]=3)[C:18]([C:27]([NH:29][CH3:30])=[O:28])=[CH:17][C:16]2=[O:31])[CH2:11][CH2:12]1

Participants

4

Reactant 2

HCID 159855761-(2-(4-(3-fluoro-4-methylbenzylamino)piperidin-1-yl)ethyl)-7-methoxy-N-methyl-2-oxo-1,2-dihydroquinoline-4-carboxamideHCID 21866389Hydrogen chloride-ethyl acetate

Product 1

HCID 675397321-(2-(4-(3-fluoro-4-methylbenzylamino)piperidin-1-yl)ethyl)-7-methoxy-N-methyl-2-oxo-1,2-dihydroquinoline-4-carboxamide hydrochloride

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To 2 mL of a methanol solution containing the 1-(2-(4-(3-fluoro-4-methylbenzylamino)piperidin-1-yl)ethyl)-7-methoxy-N-methyl-2-oxo-1,2-dihydroquinoline-4-carboxamide obtained, 1 mL of 4 mol/L hydrogen chloride/ethyl acetate was added at room temperature, and the solvent was removed under reduced pressure. Ethyl acetate was added to the residue thus obtained, and the resulting solid was filtered to give 0.15 g of 1-(2-(4-(3-fluoro-4-methylbenzylamino)piperidin-1-yl)ethyl)-7-methoxy-N-methyl-2-oxo-1,2-dihydroquinoline-4-carboxamide hydrochloride as a pale yellow solid.

Workup

  1. customobtained
  2. customthe solvent was removed under reduced pressure
  3. additionEthyl acetate was added to the residue
  4. customthus obtained
  5. filtrationthe resulting solid was filtered

Sources & evidence

ORD record
ord-8f0cbdb60ec64cae9d1fa1c89c0d0a9a
Source dataset
uspto-grants-2012_12
Patent number
US08329694B2

Reaction notes

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