Sodium Hydroxide → HCID 118323943, compound

HRID 1778238Notes

Reaction equation

HRID 1778238 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([CH:8]([C:36]2[CH:41]=[CH:40][C:39]([Cl:42])=[CH:38][CH:37]=2)[C:9]2[CH:10]=[C:11]3[C:16](=[CH:17][CH:18]=2)[N:15]=[C:14]([OH:19])[CH:13]=[C:12]3[NH:20][CH:21]2[CH2:26][CH2:25][N:24]([C:27](=[O:35])[CH2:28][CH2:29][C:30]([O:32]CC)=[O:31])[CH2:23][CH2:22]2)=[CH:4][CH:3]=1.[OH-].[Na+]>C(O)C>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([CH:8]([C:36]2[CH:37]=[CH:38][C:39]([Cl:42])=[CH:40][CH:41]=2)[C:9]2[CH:10]=[C:11]3[C:16](=[CH:17][CH:18]=2)[NH:15][C:14](=[O:19])[CH:13]=[C:12]3[NH:20][CH:21]2[CH2:26][CH2:25][N:24]([C:27](=[O:35])[CH2:28][CH2:29][C:30]([OH:32])=[O:31])[CH2:23][CH2:22]2)=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 178471736HCID 178471736, compound

Product 1

HCID 118323943HCID 118323943, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

Into a 25-mL round-bottom flask, was placed ethyl 4-[4-([6-[bis(4-chlorophenyl)methyl]-2-hydroxyquinolin-4-yl]amino)piperidin-1-yl]-4-oxobutanoate (60 g, 96.94 mmol, 1.00 equip, 98%), ethanol (15 mL), and sodium hydroxide (3 mL). The resulting solution was stirred for 4 h at room temperature. The resulting mixture was concentrated and acidified to pH3-4 with 1N HCl. The solids were collected by filtration. The resulting residue was purified by re-crystallization from methanol to yield 4-[4-([6-[bis(4-chlorophenyl)methyl]-2-oxo-1,2-dihydroquinolin-4-yl]amino)piperidin-1-yl]-4-oxobutanoic acid as a white solid.

Workup

  1. customInto a 25-mL round-bottom flask, was placed
  2. concentrationThe resulting mixture was concentrated
  3. filtrationThe solids were collected by filtration
  4. customThe resulting residue was purified by re-crystallization from methanol

Sources & evidence

ORD record
ord-e671b9a3366148e2ac715ac567a6b97f
Source dataset
uspto-grants-2016_02
Patent number
US09266835B2

Reaction notes

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