Hydrochloric Acid → HCID 18771644, compound

HRID 460193Notes

Reaction equation

HRID 460193 reaction equation
[OH-].[K+].CC(C)(C)C([NH:7][C:8]1[CH:13]=[CH:12][CH:11]=[C:10]([CH2:14][N:15]2[C:20]([CH3:22])([CH3:21])[CH2:19][CH2:18][CH2:17][C:16]2([CH3:24])[CH3:23])[N:9]=1)=O.Cl>CO>[CH3:23][C:16]1([CH3:24])[CH2:17][CH2:18][CH2:19][C:20]([CH3:21])([CH3:22])[N:15]1[CH2:14][C:10]1[N:9]=[C:8]([NH2:7])[CH:13]=[CH:12][CH:11]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14797Potassium HydroxideHCID 18772014HCID 18772014, compound

Product 1

HCID 18771644HCID 18771644, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Conditions

Temperature
25 °C

Procedure

KOH (1.68 g, 33.5 mmol) in MeOH (100 mL) was added to 2,2-dimethyl-N-[6-(2,2,6,6-tetramethyl-piperidin-1-ylmethyl)-pyridin-2-yl]-propionamide (150 mg, 0.45 mmol) and the resulting mixture was heated at reflux for 12 h. After cooling to 25° C., the mixture was neutralized to pH 7–8 with concentrated HCl and extracted with CHCl3 (3×75 mL). The organics were combined and dried over MgSO4. Concentration in vacuo gave a pale yellow solid. MS m/z: 247.7 (M+). Calc'd for C15H25N3-247.38.

Workup

  1. temperaturethe resulting mixture was heated
  2. temperatureat reflux for 12 h
  3. extractionextracted with CHCl3 (3×75 mL)
  4. dry with materialdried over MgSO4
  5. concentrationConcentration in vacuo
  6. customgave a pale yellow solid

Sources & evidence

ORD record
ord-79994e354b0744ac9c94cd3eefe944d7
Source dataset
uspto-grants-2007_03
Patent number
US07196104B2

Reaction notes

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