Hydrochloric Acid → HCID 55281318, compound

HRID 1434976Notes

Reaction equation

HRID 1434976 reaction equation
[CH3:1][C:2]1([CH3:10])[CH2:7][C:6](=O)[CH2:5][CH:4]([CH3:9])[NH:3]1.C([O-])(=O)C.[NH4+].C([BH3-])#[N:17].[Na+].Cl>CO>[CH3:1][C:2]1([CH3:10])[CH2:7][CH:6]([NH2:17])[CH2:5][CH:4]([CH3:9])[NH:3]1

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 418942HCID 418942, compoundHCID 517165Ammonium AcetateHCID 5003444Sodium cyanoborohydride

Product 1

HCID 55281318HCID 55281318, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A solution of 2,2,6-trimethyl-piperidin-4-one (790 mg, 5.6 mmol) in 23 ml of MeOH was treated with ammonium acetate (4.6 g, 56.0 mmol) and sodium cyanoborohydride (0.27 g, 3.9 mmol). This mixture was stirred at room temperature for 24 hours. Afterwards 5 ml 1N-HCl were added and stirring continued for 20 minutes. For extraction with EtOAc the solution was basified with 40% NaOH. The crude was purified by chromatography on silicagel (DCM/MeOH/ammonia:6/4/0.4). Yield: 0.39 g (49%).

Workup

  1. stirringstirring
  2. waitcontinued for 20 minutes
  3. extractionFor extraction with EtOAc the solution
  4. customThe crude was purified by chromatography on silicagel (DCM/MeOH/ammonia:6/4/0.4)

Sources & evidence

ORD record
ord-2c08f9cf4b83443386a0152b6c23195c
Source dataset
uspto-grants-2009_11
Patent number
US07615562B2

Reaction notes

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