Sodium Hydroxide → HCID 11515470, compound

HRID 1443790Notes

Reaction equation

HRID 1443790 reaction equation
CN1C2CCCC1C[CH:5]([C:11]1[N:16]=N[C:14]([C:17]#[C:18][C:19]3[CH:24]=[CH:23][C:22]([NH:25][C:26](=O)[CH3:27])=[CH:21][CH:20]=3)=[CH:13][CH:12]=1)[CH2:6]2.[OH-].[Na+]>C(O)C>[CH3:26][N:25]1[CH:27]2[CH2:19][CH2:20][CH2:21][CH:22]1[CH2:23][N:25]([C:22]1[CH:21]=[CH:20][C:19]([C:18]#[C:17][C:14]3[CH:6]=[CH:5][C:11]([NH2:16])=[CH:12][CH:13]=3)=[CH:24][CH:23]=1)[CH2:26]2

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 11632190HCID 11632190, compound

Product 1

HCID 11515470HCID 11515470, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A mixture of N-{4-[6-(9-methyl-9-aza-bicyclo[3.3.1]non-3-yl)-pyridazin-3-ylethynyl]-phenyl}-acetamide (0.42 g, 1.11 mmol), aqueous sodium hydroxide (10 ml, 4 M) and ethanol (10 ml, 96%) was stirred for 2 hours at reflux. The mixture was evaporated. Water (30 ml) was added and the mixture was extracted twice with dichloromethane (2×30 ml). Chromatography on silica gel with dichloromethane, 10% methanol and 1% aqueous ammonia as solvent gave the title compound. Yield 0.30 g (80%). Mp. 191° C.

Workup

  1. temperatureat reflux
  2. customThe mixture was evaporated
  3. additionWater (30 ml) was added
  4. extractionthe mixture was extracted twice with dichloromethane (2×30 ml)

Sources & evidence

ORD record
ord-feefe46a905145b79a61750d4b498d55
Source dataset
uspto-grants-2010_02
Patent number
US07662812B2

Reaction notes

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