Ethanolamine → HCID 85986168, compound

HRID 1863991Notes

Reaction equation

HRID 1863991 reaction equation
Cl.[Cl:2][C:3]1[C:8]([CH2:9]Cl)=[C:7]([C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=2)[CH:6]=[CH:5][N:4]=1.[CH2:17]([CH2:19][NH2:20])[OH:18].O>O1CCCC1>[Cl:2][C:3]1[C:8]([CH2:9][NH:20][CH2:19][CH2:17][OH:18])=[C:7]([C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=2)[CH:6]=[CH:5][N:4]=1

Participants

5

Reactant 3

HCID 700EthanolamineHCID 962WaterHCID 23089937737786-09-3

Product 1

HCID 85986168HCID 85986168, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

To a suspension of 2-chloro-3-(chloromethyl)-4-phenylpyridine hydrochloride (12.6 g) obtained in Reference Example 2C in tetrahydrofuran (150 ml) was added ethanolamine (14 ml), and the mixture was heated under reflux for 6 hrs. After cooling the reaction solution, water was added and the mixture was extracted with ethyl acetate. The organic layer was washed successively with water and saturated brine, and dried over anhydrous magnesium sulfate, and the solvent was evaporated under reduced pressure to give the title compound (13.4 g) as a colorless oil.

Workup

  1. temperaturethe mixture was heated
  2. temperatureunder reflux for 6 hrs
  3. additionwas added
  4. extractionthe mixture was extracted with ethyl acetate
  5. washThe organic layer was washed successively with water and saturated brine
  6. dry with materialdried over anhydrous magnesium sulfate
  7. customthe solvent was evaporated under reduced pressure

Sources & evidence

ORD record
ord-c477ce7a5bbd40128e0f1fee1f336cb0
Source dataset
uspto-grants-2009_12
Patent number
US07625887B2

Reaction notes

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