Methylamine → HCID 12851856, compound

HRID 1156938Notes

Reaction equation

HRID 1156938 reaction equation
[CH:1]([C:4]1[C:13]2[CH:12]=[CH:11][CH:10]=[C:9]([CH2:14][C:15]([O:17]CC)=O)[C:8]=2[CH:7]=[CH:6][N:5]=1)([CH3:3])[CH3:2].[CH3:20][NH2:21]>C(O)C>[CH3:20][NH:21][C:15](=[O:17])[CH2:14][C:9]1[C:8]2[CH:7]=[CH:6][N:5]=[C:4]([CH:1]([CH3:3])[CH3:2])[C:13]=2[CH:12]=[CH:11][CH:10]=1

Participants

4

Reactant 2

HCID 6329MethylamineHCID 53943974HCID 53943974, compound

Product 1

HCID 12851856HCID 12851856, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

Ethyl 1-isopropylisoquinoline-5-acetate (0.4 g) was dissolved in 20 ml of ethanol, and 5 ml of a 40% aqueous solution of monomethylamine was added. The mixture was stirred under heat for 12 hours. After the reaction, the solvent was distilled off. The residue was extracted with benzene, washed in water, and dried. The solvent was distilled off under reduced pressure. Recrystallization from benzenecyclohexane afforded 0.15 g of 1-isopropylisoquinoline-5-acetic acid methylamide as colorless needles having a melting point of 153.2° to 153.7° C.

Workup

  1. temperatureunder heat for 12 hours
  2. customAfter the reaction
  3. distillationthe solvent was distilled off
  4. extractionThe residue was extracted with benzene
  5. washwashed in water
  6. customdried
  7. distillationThe solvent was distilled off under reduced pressure
  8. customRecrystallization from benzenecyclohexane

Sources & evidence

ORD record
ord-116d90ae2dd741949e77f12e358000a3
Source dataset
uspto-grants-1982_06
Patent number
US04337256

Reaction notes

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