Pyridine → HCID 21510382, compound

HRID 1576957Notes

Reaction equation

HRID 1576957 reaction equation
Cl.[OH:2][CH:3]1[CH2:8][CH:7]([CH2:9][OH:10])[CH2:6][NH:5][CH:4]1[CH3:11].N1C=CC=CC=1.Cl.[C:19](Cl)(=[O:26])[C:20]1[CH:25]=[CH:24][N:23]=[CH:22][CH:21]=1>CN(C)C=O>[OH:10][CH2:9][CH:7]1[CH2:6][NH:5][CH:4]([CH3:11])[CH:3]([O:2][C:19](=[O:26])[C:20]2[CH:25]=[CH:24][N:23]=[CH:22][CH:21]=2)[CH2:8]1

Participants

5

Reactant 3

HCID 1049PyridineHCID 12262826Isonicotinoyl chloride hydrochlorideHCID 21510386HCID 21510386, compound

Product 1

HCID 21510382HCID 21510382, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

To a solution of 0.9 g. of 3-hydroxy-5-hydroxymethyl-2-methylpiperidine hydrochloride in 10 ml. of pyridine was added to a solution of 0.9 g. of isonicotinoyl chloride hydrochloride in 25 ml. of dimethylformamide under cooling. The resulting mixture was stirred at room temperature for 16 hours. Then, the reaction mixture was poured into ice-water and extracted with chloroform. The extracted was washed with water, dried and the solvent was distilled off to give a crystalline substance. The substance was recrystallized from a mixture of ethyl acetate and hexane to give 0.7 g. of the desired product. m. p. 126° - 128°C.

Workup

  1. extractionextracted with chloroform
  2. washThe extracted was washed with water
  3. customdried
  4. distillationthe solvent was distilled off
  5. customto give a crystalline substance
  6. customThe substance was recrystallized from a mixture of ethyl acetate and hexane
  7. customto give 0.7 g

Sources & evidence

ORD record
ord-28b53dbadaa2469d93487d9d7511e601
Source dataset
uspto-grants-1976_09
Patent number
US03983238

Reaction notes

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