Dimethylamine → HCID 59753757, compound

HRID 1662677Notes

Reaction equation

HRID 1662677 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:7]=[N:8][CH:9]=[CH:10][CH:11]=1.C1COCC1.CNC>CO>[NH2:12][C@@H:4]([CH2:5][C:6]1[CH:7]=[N:8][CH:9]=[CH:10][CH:11]=1)[C:3]([N:2]([CH3:31])[CH3:1])=[O:30]

Participants

5

Reactant 3

HCID 674DimethylamineHCID 8028TetrahydrofuranHCID 86625707HCID 86625707, compound

Product 1

HCID 59753757HCID 59753757, compoundYield 85%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent2×

Procedure

To a solution of 1.67 g of the compound obtained in Step 85-1 in a mixed solution of MeOH and THF (25 ml 4:1; v/v) was added a solution of 2 mol/L dimethylamine in MeOH (6.0 ml) and the reaction solution was stirred at room temperature for 24 hours. The reaction solution was concentrated under vacuum, the obtained residue was purified by column chromatography (silicagel 60; mobile phase: CHCl3/MeOH=9/1 to 5/1; v/v, 0.1% NH4OH content) to obtain 0.66 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, 0.1% NH4OH content)

Sources & evidence

ORD record
ord-83748898cbcd4f3a8703756a33f0b981
Source dataset
uspto-grants-2011_10
Patent number
US08030499B2

Reaction notes

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