Ethanolamine → HCID 20040904, compound

HRID 1762445Notes

Reaction equation

HRID 1762445 reaction equation
[CH2:1]([CH2:3][NH2:4])[OH:2].Cl[C:6]1[C:7]2[C:8](=[C:13]([CH3:22])[N:14]([C:16]3[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=3)[N:15]=2)[N:9]=[C:10]([CH3:12])[CH:11]=1>C1(C)C(C)=CC=CC=1>[OH:2][CH2:1][CH2:3][NH:4][C:6]1[C:7]2[C:8](=[C:13]([CH3:22])[N:14]([C:16]3[CH:17]=[CH:18][CH:19]=[CH:20][CH:21]=3)[N:15]=2)[N:9]=[C:10]([CH3:12])[CH:11]=1

Participants

4

Reactant 2

HCID 700EthanolamineHCID 20040883HCID 20040883, compound

Product 1

HCID 20040904HCID 20040904, compound

Reagents, catalysts & solvents 1

HCID 7237O-XyleneSolvent

Procedure

A mixture of ethanolamine (1.0 ml) and 7-chloro-3,5-dimethyl-2-phenylpyrazolo[4,3-b]pyridine (0.080 g) in dry xylene (5 ml) was heated under reflux for 48 h. After cooling, the resulting brown oil solidified. The solvent was decanted off and the solid washed several times with xylene. The brown solid was dissolved in aqueous methanol and the pH adjusted to pH 8-9 with 10% sodium carbonate solution. The resulting solid was filtered off, dried and recrystallised from chloroform/pentane to give the title compound as a beige solid (0.029 g), m.p. 159°-161° C.

Workup

  1. temperaturewas heated
  2. temperatureunder reflux for 48 h
  3. temperatureAfter cooling
  4. customThe solvent was decanted off
  5. washthe solid washed several times with xylene
  6. dissolutionThe brown solid was dissolved in aqueous methanol
  7. filtrationThe resulting solid was filtered off
  8. customdried
  9. customrecrystallised from chloroform/pentane

Sources & evidence

ORD record
ord-029bfa5d1b944e119636526d5c50ef50
Source dataset
uspto-grants-1989_05
Patent number
US04833136

Reaction notes

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