Hydrochloric Acid → HCID 11558386, compound

HRID 915047Notes

Reaction equation

HRID 915047 reaction equation
[CH2:1]([N:3]1[C:8](=[O:9])[CH:7]=[CH:6][C:5]([C:10]2[C:15]([C:16]3[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=3)=[N:14][C:13]([NH:22]CC3C=CC(OC)=CC=3)=[CH:12][N:11]=2)=[N:4]1)[CH3:2].Cl>C1(C)C=CC=CC=1>[NH2:22][C:13]1[N:14]=[C:15]([C:16]2[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=2)[C:10]([C:5]2[CH:6]=[CH:7][C:8](=[O:9])[N:3]([CH2:1][CH3:2])[N:4]=2)=[N:11][CH:12]=1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 69331496HCID 69331496, compound

Product 1

HCID 11558386HCID 11558386, compoundYield 60%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

A suspension of 2-ethyl-6-{5-[(4-methoxybenzyl)amino]-3-phenyl-2-pyrazinyl}-3(2H)-pyridazinone (500 mg) in a mixture of conc. HCl (1.5 ml) and toluene (0.5 ml) was refluxed for 4 hours. After removal of an organic layer, an aqueous layer was adjusted to pH 4 with 6N aq. NaOH under ice-cooling. The precipitate was purified by column chromatography on silica gel eluting with a mixture of n-hexane and EtOAc (20:80 v/v) to give 6-(5-amino-3-phenyl-2-pyrazinyl)-2-ethyl-3(2H)-pyridazinone (213 mg).

Workup

  1. temperaturewas refluxed for 4 hours
  2. customAfter removal of an organic layer
  3. temperaturecooling
  4. customThe precipitate was purified by column chromatography on silica gel eluting with a mixture of n-hexane and EtOAc (20:80 v/v)

Sources & evidence

ORD record
ord-d1b6f47ef11047d29e6e263531426393
Source dataset
uspto-grants-2007_09
Patent number
US07265120B2

Reaction notes

Loading…