Sodium Hydroxide → HCID 22989306, compound

HRID 1169087Notes

Reaction equation

HRID 1169087 reaction equation
Cl.Cl.Cl.[C:4]1([CH:10]([C:37]2[CH:42]=[CH:41][CH:40]=[CH:39][CH:38]=2)[N:11]2[CH2:16][CH2:15][N:14]([CH2:17][CH2:18][CH2:19][C:20]3[CH:21]=[CH:22][C:23]4[N:24]([CH:26]=[C:27]([C:29]([CH3:36])([CH3:35])[C:30]([O:32]CC)=[O:31])[N:28]=4)[N:25]=3)[CH2:13][CH2:12]2)[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1.[OH-].[Na+]>C(O)C>[C:37]1([CH:10]([C:4]2[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=2)[N:11]2[CH2:12][CH2:13][N:14]([CH2:17][CH2:18][CH2:19][C:20]3[CH:21]=[CH:22][C:23]4[N:24]([CH:26]=[C:27]([C:29]([CH3:36])([CH3:35])[C:30]([OH:32])=[O:31])[N:28]=4)[N:25]=3)[CH2:15][CH2:16]2)[CH:42]=[CH:41][CH:40]=[CH:39][CH:38]=1

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 22989341HCID 22989341, compound

Product 1

HCID 22989306HCID 22989306, compoundYield 51.4%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

1.08 g of ethyl 2-[6-[3-[4-(diphenylmethyl)-1-piperazinyl]propyl]imidazo[1,2-b]pyridazin-2-yl]-2-methylpropionate trihydrochloride was dissolved in 8 ml of ethanol; 8.5 ml of a 1 N aqueous solution of sodium hydroxide was added, followed by thermal refluxing for 2 hours. After cooling, the mixture was concentrated under reduced pressure. The residue was diluted with water and adjusted to pH 4.5 by the addition of 1 N hydrochloric acid. The mixture was crystallized by the addition of acetone, washed with water-acetone (2:1) and dried to yield 435 mg of the title compound.

Workup

  1. customrefluxing for 2 hours
  2. temperatureAfter cooling
  3. concentrationthe mixture was concentrated under reduced pressure
  4. additionThe residue was diluted with water
  5. additionadjusted to pH 4.5 by the addition of 1 N hydrochloric acid
  6. customThe mixture was crystallized by the addition of acetone
  7. washwashed with water-acetone (2:1)
  8. customdried

Sources & evidence

ORD record
ord-7edef03852d74801afb3dc8389f6d6ec
Source dataset
uspto-grants-2003_09
Patent number
US06627630B1

Reaction notes

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