Methanol → HCID 67430342, compound

HRID 1662673Notes

Reaction equation

HRID 1662673 reaction equation
[CH3:1][N:2]([CH3:31])[C:3](=[O:30])[C@@H:4]([NH:12]C(=O)OCC1C2C=CC=CC=2C2C1=CC=CC=2)[CH2:5][C:6]1[CH:11]=[CH:10][N:9]=[CH:8][CH:7]=1.CO.CNC.CO>C1COCC1>[NH2:12][C@@H:4]([CH2:5][C:6]1[CH:7]=[CH:8][N:9]=[CH:10][CH:11]=1)[C:3]([N:2]([CH3:31])[CH3:1])=[O:30]

Participants

5

Reactant 3

HCID 887MethanolHCID 22497844Dimethylamine methanolHCID 86625705HCID 86625705, compound

Product 1

HCID 67430342HCID 67430342, compoundYield 78.8%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

To a solution of 1.61 g of the compound obtained in Step 83-1 in a mixed solution of MeOH and THF (25 ml 4:1; v/v) was added a solution of 2 mol/L dimethylamine MeOH (5.8 ml) and the reaction mixture was stirred at room temperature for 24 hours. The reaction solution was concentrated under vacuum, and the obtained residue was purified by column chromatography (silicagel 60; mobile phase: CHCl3/MeOH=9/1 to 5/1; v/v) to obtain 0.59 g of the title compound (brown oil).

Workup

  1. concentrationThe reaction solution was concentrated under vacuum
  2. customthe obtained residue was purified by column chromatography (silicagel 60; mobile phase: CHCl3/MeOH=9/1 to 5/1; v/v)

Sources & evidence

ORD record
ord-00e1d7dfc38e4f45bbd832372a2a96d0
Source dataset
uspto-grants-2011_10
Patent number
US08030499B2

Reaction notes

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