Chloroform → HCID 21962095, compound

HRID 2211845Notes

Reaction equation

HRID 2211845 reaction equation
[C:1]([N:5]([CH2:11][CH2:12][C:13]#[N:14])[C:6](=[O:10])[C:7](=O)[CH3:8])([CH3:4])([CH3:3])[CH3:2].C(Cl)(Cl)Cl.[H][H]>C(O)C.[Pt]=O>[C:1]([N:5]1[CH2:11][CH2:12][CH2:13][NH:14][CH:7]([CH3:8])[C:6]1=[O:10])([CH3:4])([CH3:3])[CH3:2]

Participants

6

Reactant 3

HCID 6212ChloroformHCID 21962097HCID 21962097, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 21962095HCID 21962095, compound

Reagents, catalysts & solvents 2

HCID 82844Platinum oxide (PtO)CatalystHCID 702EthanolSolvent

Procedure

N-(tert-butyl)-N-(2-cyanoethyl)-2-oxopropanamide obtained in Step A (440 mg) and platinum oxide (60 mg) were suspended in ethyl alcohol (40 mL) containing chloroform (0.3 mL) and mixed on a Parr shaker over an atmosphere of hydrogen at 40 psi for 16 h. The mixture was filtered, the catalyst was washed with methanol/dichloromethane (10:90) and the combined filtrate was evaporated and purified by Biotage® flash chromatography (silica gel, 5–10% methanol/dichloromethane) to yield the desired product.

Workup

  1. filtrationThe mixture was filtered
  2. washthe catalyst was washed with methanol/dichloromethane (10:90)
  3. customthe combined filtrate was evaporated
  4. custompurified by Biotage® flash chromatography (silica gel, 5–10% methanol/dichloromethane)

Sources & evidence

ORD record
ord-eb29f6ab253c41ada1be9eb44108c7da
Source dataset
uspto-grants-2006_09
Patent number
US07101871B2

Reaction notes

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