Water → HCID 18947230, compound

HRID 1769154Notes

Reaction equation

HRID 1769154 reaction equation
NC1(C(OC)=O)[C:11]2[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=2)[N:5]([CH3:12])[CH2:4][CH2:3]1.[CH3:17]I.[C:19](=[O:22])([O-])[O-:20].[K+].[K+].O.[CH3:26][N:27]([CH3:30])[CH:28]=O>>[CH3:26][N:27]([CH3:30])[C:28]1([C:19]([O:20][CH3:17])=[O:22])[C:11]2[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=2)[N:5]([CH3:12])[CH2:4][CH2:3]1

Participants

6

Reactant 5

HCID 962WaterHCID 6228DimethylformamideHCID 6328Methyl iodideHCID 11430Potassium CarbonateHCID 18947200HCID 18947200, compound

Product 1

HCID 18947230HCID 18947230, compound

Procedure

1.55 g of 4-amino-4-methoxycarbonyl-1-methyl-1,2,3,4-tetrahydroquinoline obtained in Step 1 was dissolved in 50 ml of dimethylformamide, then added with 2.24 g of methyl iodide and 2.14 g of anhydrous potassium carbonate and the mixture was stirred at room temperature for 15 hours. The reaction mixture was poured into water and extracted with ether. The ether phase was washed with water and dried with anhydrous magnesium sulfate. The solvent was removed to obtain 1.51 g of the title compound as pale yellow crystals.

Workup

  1. extractionextracted with ether
  2. washThe ether phase was washed with water
  3. dry with materialdried with anhydrous magnesium sulfate
  4. customThe solvent was removed

Sources & evidence

ORD record
ord-a9ba4b43c59c439fa3d243290ad0ec82
Source dataset
uspto-grants-1995_01
Patent number
US05380748

Reaction notes

Loading…