HCID 68485011, compound → HCID 68488091, compound

HRID 1896978Notes

Reaction equation

HRID 1896978 reaction equation
[CH2:1]([O:5][C:6]1[CH:7]=[C:8]([CH:12]([C:26]([O:28][C:29]([CH3:32])([CH3:31])[CH3:30])=[O:27])[CH2:13][NH:14][CH:15]([CH2:21][O:22]C(=O)C)[C:16]([N:18]([CH3:20])[CH3:19])=[O:17])[CH:9]=[CH:10][CH:11]=1)[CH2:2][CH2:3][CH3:4]>[NH4+].[OH-].CO>[CH2:1]([O:5][C:6]1[CH:7]=[C:8]([CH:12]([C:26]([O:28][C:29]([CH3:30])([CH3:32])[CH3:31])=[O:27])[CH2:13][NH:14][CH:15]([CH2:21][OH:22])[C:16]([N:18]([CH3:19])[CH3:20])=[O:17])[CH:9]=[CH:10][CH:11]=1)[CH2:2][CH2:3][CH3:4]

Participants

3

Reactant 1

HCID 68485011HCID 68485011, compound

Product 1

HCID 68488091HCID 68488091, compoundYield 75.8%

Reagents, catalysts & solvents 1

HCID 21894508Ammonium hydroxide methanolSolvent

Procedure

2-[2-(3-Butoxyphenyl)-(tert-butoxycarbonyl)ethylamino]-3-acetoxy-N,N-dimethylpropan-amide (0.19 g, 0.42 mmol) was dissolved in 3% NH4OH/MeOH (15 ml) and stirred at room temperature for 5 h. The solvent was evaporated under reduced pressure and the residue was purified by flash chromatography (silica, petroleum ether:EtOAc from 7:3 to 3:7) affording the title compound (0.13 g, 66% yield) as a colourless oil.

Workup

  1. customThe solvent was evaporated under reduced pressure
  2. customthe residue was purified by flash chromatography (silica, petroleum ether:EtOAc from 7:3 to 3:7)

Sources & evidence

ORD record
ord-fd3df1e566694dc099b900c776f216f9
Source dataset
uspto-grants-2013_08
Patent number
US08519000B2

Reaction notes

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