Methanol → HCID 59753527, compound

HRID 1662675Notes

Reaction equation

HRID 1662675 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][CH:9]=[CH:8][N:7]=1.CO.CNC.CO>C1COCC1>[NH2:12][C@@H:4]([CH2:5][C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][N:7]=1)[C:3]([N:2]([CH3:31])[CH3:1])=[O:30]

Participants

5

Reactant 3

HCID 887MethanolHCID 22497844Dimethylamine methanolHCID 86625706HCID 86625706, compound

Product 1

HCID 59753527HCID 59753527, compoundYield 87.8%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

To a solution of 1.47 g of the compound obtained in Step 84-1 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 solution 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 0.60 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-7ff283bd7f364e1a854ebf0192e83645
Source dataset
uspto-grants-2011_10
Patent number
US08030499B2

Reaction notes

Loading…