Sodium Hydroxide → HCID 22989294, compound

HRID 1169089Notes

Reaction equation

HRID 1169089 reaction equation
[C:1]1([CH:7]([C:34]2[CH:39]=[CH:38][CH:37]=[CH:36][CH:35]=2)[O:8][CH:9]2[CH2:14][CH2:13][N:12]([CH2:15][CH2:16][CH2:17][NH:18][C:19]3[CH:20]=[CH:21][C:22]4[N:23]([C:25]([C:29]([O:31]CC)=[O:30])=[C:26]([CH3:28])[N:27]=4)[N:24]=3)[CH2:11][CH2:10]2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[OH-].[Na+]>C(O)C>[C:34]1([CH:7]([C:1]2[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=2)[O:8][CH:9]2[CH2:10][CH2:11][N:12]([CH2:15][CH2:16][CH2:17][NH:18][C:19]3[CH:20]=[CH:21][C:22]4[N:23]([C:25]([C:29]([OH:31])=[O:30])=[C:26]([CH3:28])[N:27]=4)[N:24]=3)[CH2:13][CH2:14]2)[CH:39]=[CH:38][CH:37]=[CH:36][CH:35]=1

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 54215311HCID 54215311, compound

Product 1

HCID 22989294HCID 22989294, compoundYield 36.3%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

770 mg of ethyl [6-[3-[4-(diphenylmethoxy)piperidino]propylamino]-2-methylimidazo[1,2-b]pyridazin-3-yl]carboxylate was dissolved in 5 ml of ethanol; 3.2 ml of a 1 N aqueous solution of sodium hydroxide was added, followed by stirring at room temperature for 3.5 hours. After cooling, the mixture was concentrated under reduced pressure. The residue was diluted with water, washed with ethyl acetate and adjusted to pH 4.5 by the addition of 1 N hydrochloric acid. The crystal precipitated was collected by filtration, washed with water and ethyl acetate and dried to yield 265 mg of the title compound.

Workup

  1. temperatureAfter cooling
  2. concentrationthe mixture was concentrated under reduced pressure
  3. additionThe residue was diluted with water
  4. washwashed with ethyl acetate
  5. additionadjusted to pH 4.5 by the addition of 1 N hydrochloric acid
  6. customThe crystal precipitated
  7. filtrationwas collected by filtration
  8. washwashed with water and ethyl acetate
  9. customdried

Sources & evidence

ORD record
ord-abe3527e7db2464d86d2f10989699979
Source dataset
uspto-grants-2003_09
Patent number
US06627630B1

Reaction notes

Loading…