Hydrochloric Acid → HCID 57420173, compound

HRID 887062Notes

Reaction equation

HRID 887062 reaction equation
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][C:4]=1[N:9]1[CH2:14][CH2:13][N:12]([CH2:15][CH2:16][CH2:17][C:18]([O:20][C:21]2[CH:30]=[C:29]3[C:24]([CH2:25][CH2:26][C:27](=[O:31])[NH:28]3)=[CH:23][CH:22]=2)=[O:19])[CH2:11][CH2:10]1.[ClH:32]>ClCCl.C(OCC)C>[ClH:32].[CH3:1][O:2][C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][C:4]=1[N:9]1[CH2:10][CH2:11][N:12]([CH2:15][CH2:16][CH2:17][C:18]([O:20][C:21]2[CH:30]=[C:29]3[C:24]([CH2:25][CH2:26][C:27](=[O:31])[NH:28]3)=[CH:23][CH:22]=2)=[O:19])[CH2:13][CH2:14]1

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 57420171HCID 57420171, compound

Product 1

HCID 57420173HCID 57420173, compound

Reagents, catalysts & solvents 2

HCID 3283Diethyl EtherSolventHCID 6344DichloromethaneSolvent

Procedure

To a solution of the 2-oxo-1,2,3,4-tetrahydroquinolin-7-yl 4-(4-(methoxy-phenyl)piperazin-1-yl)butanoate (19a) (0.1 g) in 2 mL dichloromethane was added 4 mL 2M HCl solution in diethyl ether. The mixture was stirred at room temperature for 30 minutes. The solvent was evaporated, residue was triturated with ether, and solid precipitated was filtered, washed with ether and dried to give 2-oxo-1,2,3,4-tetrahydroquinolin-7-yl 4-(4-(2-methoxyphenyl)piperazin-1-yl)butanoate hydrochloride 20a. The hydrochloride salt 20a gave satisfactory 1H NMR spectral data. White solid, 0.106 g (98%). MS (ESI): m/z=424.1 (M+H+).

Workup

  1. customThe solvent was evaporated
  2. customresidue was triturated with ether, and solid
  3. customprecipitated
  4. filtrationwas filtered
  5. washwashed with ether
  6. customdried

Sources & evidence

ORD record
ord-b6852d15c935475f87e9f726bcd361e7
Source dataset
uspto-grants-2012_08
Patent number
US08247420B2

Reaction notes

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