Methylamine → HCID 10970771, compound

HRID 849168Notes

Reaction equation

HRID 849168 reaction equation
[CH3:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[N:8]1[C:20]2[C:19]3[CH:18]=[CH:17][CH:16]=[C:15]([O:21][C:22]([F:25])([F:24])[F:23])[C:14]=3[N:13]=[C:12](Cl)[C:11]=2[CH2:10][CH2:9]1.[CH3:27][NH2:28]>C(O)C>[CH3:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[N:8]1[C:20]2[C:19]3[CH:18]=[CH:17][CH:16]=[C:15]([O:21][C:22]([F:25])([F:24])[F:23])[C:14]=3[N:13]=[C:12]([NH:28][CH3:27])[C:11]=2[CH2:10][CH2:9]1

Participants

4

Reactant 2

HCID 6329MethylamineHCID 11728593HCID 11728593, compound

Product 1

HCID 10970771HCID 10970771, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Conditions

Temperature
170 °C

Procedure

1-(2-Methylphenyl)-4-chloro-6-trifluoromethoxy-2,3-dihydropyrrolo[3,2-c]quinoline(300 mg, 0.79 mmol) was dissolved in ethanol(1.0 ml) and aqueous solution of methylamine(40%, 5 ml) was added. The reaction mixture was refluxed in the pressure tube at 170° C. for 20 hours, and the solvent was removed by distillation under low pressure. The residue was diluted in dichloromethane(20 ml), washed with water(15 ml) for 3 times, dried over anhydrous magnesium sulfate, filtered and concentrated under reduced pressure. The residue was purified by silica gel chromatography to obtain 240 mg of desired compound as solid in 81% of yield.

Workup

  1. customthe solvent was removed by distillation under low pressure
  2. additionThe residue was diluted in dichloromethane(20 ml)
  3. washwashed with water(15 ml) for 3 times
  4. dry with materialdried over anhydrous magnesium sulfate
  5. filtrationfiltered
  6. concentrationconcentrated under reduced pressure
  7. customThe residue was purified by silica gel chromatography

Sources & evidence

ORD record
ord-46fa81a00d184f879ac55364d21132a1
Source dataset
uspto-grants-2000_01
Patent number
US06011044

Reaction notes

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