Hydrochloric Acid → 3-[1,4']Bipiperidinyl-1'-ylmethyl-2-phenyl-quinoline-4-carboxylic acid dihydrochloride

HRID 1166274Notes

Reaction equation

HRID 1166274 reaction equation
C[O:2][C:3]([C:5]1[C:14]2[C:9](=[CH:10][CH:11]=[CH:12][CH:13]=2)[N:8]=[C:7]([C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=2)[C:6]=1[CH2:21][N:22]1[CH2:27][CH2:26][CH:25]([N:28]2[CH2:33][CH2:32][CH2:31][CH2:30][CH2:29]2)[CH2:24][CH2:23]1)=[O:4].[ClH:34]>>[ClH:34].[ClH:34].[N:28]1([CH:25]2[CH2:26][CH2:27][N:22]([CH2:21][C:6]3[C:7]([C:15]4[CH:16]=[CH:17][CH:18]=[CH:19][CH:20]=4)=[N:8][C:9]4[C:14]([C:5]=3[C:3]([OH:4])=[O:2])=[CH:13][CH:12]=[CH:11][CH:10]=4)[CH2:23][CH2:24]2)[CH2:33][CH2:32][CH2:31][CH2:30][CH2:29]1

Participants

3

Reactant 2

HCID 313Hydrochloric AcidHCID 108131493-[1,4']Bipiperidinyl-1'-ylmethyl-2-phenyl-quinoline-4-carboxylic Acid Methyl Ester

Product 1

HCID 695475013-[1,4']Bipiperidinyl-1'-ylmethyl-2-phenyl-quinoline-4-carboxylic acid dihydrochloride

Procedure

3.5 g (7.9 mmol) of 3-[1,4′]bipiperidinyl-1′-ylmethyl-2-phenyl-quinoline-4-carboxylic acid methyl ester (compound of Description 5) and 50 ml of 6N HCl are refluxed for 1.5 h and then concentrated to dryness. The residue was triturated in acetone. This process was re-applied twice to the solid thus obtained affording, after drying in vacuo, 4.5 g of the title compound as a crude dihydrochloride used without further purification in the next step.

Workup

  1. concentrationconcentrated to dryness
  2. customThe residue was triturated in acetone
  3. customthus obtained
  4. customaffording
  5. dry with materialafter drying in vacuo, 4.5 g of the title compound as a crude dihydrochloride
  6. customused without further purification in the next step

Sources & evidence

ORD record
ord-5b5dc832b4634dd88f002c9548a9ded1
Source dataset
uspto-grants-2003_09
Patent number
US06613770B1

Reaction notes

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