Potassium Hydroxide → HCID 19369535, compound

HRID 849013Notes

Reaction equation

HRID 849013 reaction equation
[CH:1]1([CH2:5][CH2:6][NH:7][C:8]2[C:9](=[O:20])[N:10]([CH2:16][C:17]([OH:19])=[O:18])[C:11]([CH3:15])=[C:12](Cl)[N:13]=2)[CH2:4][CH2:3][CH2:2]1.[OH-].[K+]>O>[CH:1]1([CH2:5][CH2:6][NH:7][C:8]2[C:9](=[O:20])[N:10]([CH2:16][C:17]([OH:19])=[O:18])[C:11]([CH3:15])=[CH:12][N:13]=2)[CH2:4][CH2:3][CH2:2]1

Participants

4

Reactant 2

HCID 14797Potassium HydroxideHCID 19369543HCID 19369543, compound

Product 1

HCID 19369535HCID 19369535, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

5-4 (43.5 mg, 0.145 mmol) was added to a stirred solution of potassium hydroxide (85% by weight, 25.4 mg, 0.384 mmol) in water (2.1 mL). After degassing the resulting solution with nitrogen, 10% Pd/C (22 mg) was added and the mixture was stirred under a hydrogen filled balloon. After 4.5 h, the mixture was filtered through celite, washing the cake with water. The filtrate was acidified with 3N KHSO4 and evaporated in vacuo. The solids were extracted with 10% methanol/chloroform (30 mL), removing the undissolved inorganic solids by filtration and the filtrate was evaporated in vacuo to give 5-5 as a glass: 1H NMR (CD3OD): selected signals δ 2.21 (d, J=1.1 Hz, 3H, CH3), 6.59 (q, J=1.1 Hz, 1H, pyrazinone-5).

Workup

  1. customAfter degassing the resulting solution with nitrogen, 10% Pd/C (22 mg)
  2. additionwas added
  3. filtrationthe mixture was filtered through celite
  4. washwashing the cake with water
  5. customevaporated in vacuo
  6. extractionThe solids were extracted with 10% methanol/chloroform (30 mL)
  7. customremoving the undissolved inorganic solids
  8. filtrationby filtration
  9. customthe filtrate was evaporated in vacuo

Sources & evidence

ORD record
ord-9b83b2e4e09b4f40ab76118aa211f70b
Source dataset
uspto-grants-2000_01
Patent number
US06011038

Reaction notes

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