4-Aminopyridine → HCID 4305434, compound

HRID 127275Notes

Reaction equation

HRID 127275 reaction equation
[CH2:1]1[CH2:5][C:4]2([CH2:12][C:10](=[O:11])[O:9][C:7](=O)[CH2:6]2)[CH2:3][CH2:2]1.[NH2:13][C:14]1[CH:19]=[CH:18][N:17]=[CH:16][CH:15]=1.C1(C)C(C)=CC=CC=1>O>[N:17]1[CH:18]=[CH:19][C:14]([N:13]2[C:7](=[O:9])[CH2:6][C:4]3([CH2:3][CH2:2][CH2:1][CH2:5]3)[CH2:12][C:10]2=[O:11])=[CH:15][CH:16]=1

Participants

5

Reactant 3

HCID 17274-AminopyridineHCID 7237O-XyleneHCID 79743Cyclopentane-1,1-diacetic anhydride

Product 1

HCID 4305434HCID 4305434, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

The starting material is prepared as follows: The mixture of 200 g of 3,3-tetramethyleneglutaric anhydride, 57 g of 4-aminopyridine and 1,500 ml of xylene is stirred and refluxed on a water separator for 3 days. After cooling slightly, the xylene solution is decanted from a small amount of oily material, and after cooling in an ice bath, the collected residue dissolved in 1,500 ml of boiling ethanol, the solution cooled to 5°, filtered and the residue dried, to yield the 8-(4-pyridyl)-8-azaspiro[4,5]decan-7,9-dione melting at 208°-211°.

Workup

  1. customThe starting material is prepared
  2. temperatureAfter cooling slightly
  3. customthe xylene solution is decanted from a small amount of oily material
  4. temperatureafter cooling in an ice bath
  5. dissolutionthe collected residue dissolved in 1,500 ml of boiling ethanol
  6. temperaturethe solution cooled to 5°
  7. filtrationfiltered
  8. customthe residue dried

Sources & evidence

ORD record
ord-d63f8c93fb0c4d838fae6d01dd2bda5e
Source dataset
uspto-grants-1981_03
Patent number
US04255429

Reaction notes

Loading…