Ethanolamine → HCID 15749831, compound

HRID 1416681Notes

Reaction equation

HRID 1416681 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]([CH3:21])[C:14]=3[N:13]=[C:12](Cl)[C:11]=2[CH:10]=[CH:9]1.[CH2:23]([CH2:25][NH2:26])[OH:24]>>[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]([CH3:21])[C:14]=3[N:13]=[C:12]([NH:26][CH2:25][CH2:23][OH:24])[C:11]=2[CH:10]=[CH:9]1

Participants

3

Reactant 2

HCID 700EthanolamineHCID 157498291-(2-Methylphenyl)-4-chloro-6-methylpyrrolo[3,2-c]quinoline

Product 1

HCID 15749831HCID 15749831, compound

Conditions

Temperature
150 °C

Procedure

1-(2-methylphenyl)-4-chloro-6-methylpyrrolo [3,2-c]quinoline (306 mg, 1.0 mmol) was dissolved in 10 ml of ethanolamine in a pressure tube and heated at 150° C. for 3 hours. After removal of the reaction solvent under reduced pressure and diluted in 20 ml of methylene chloride, the residue was dried by anhydrous magnesium sulfate and filtered, and concentrated under reduced pressure. The residue was purified by silica gel chromatography to obtain 236 mg of desired compound as solid in 72% of yield.

Workup

  1. customAfter removal of the reaction solvent under reduced pressure
  2. additiondiluted in 20 ml of methylene chloride
  3. dry with materialthe residue was dried by anhydrous magnesium sulfate
  4. filtrationfiltered
  5. concentrationconcentrated under reduced pressure
  6. customThe residue was purified by silica gel chromatography

Sources & evidence

ORD record
ord-f02db5a3ab7d40598ba37556055dda87
Source dataset
uspto-grants-1999_06
Patent number
US05914402

Reaction notes

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