Citric Acid → HCID 135997574, compound

HRID 1175806Notes

Reaction equation

HRID 1175806 reaction equation
[NH2:1][C:2]1[N:3]([C:16]2[CH:21]=[CH:20][C:19]([O:22]C)=[CH:18][CH:17]=2)[N:4]=[C:5]2[C:14]3[CH:13]=[CH:12][CH:11]=[CH:10][C:9]=3[NH:8][C:7](=[O:15])[C:6]=12.NC(C(O)=O)CCSC.CS(O)(=O)=O.[OH-].[Na+].C(O)(=O)CC(CC(O)=O)(C(O)=O)O>>[NH2:1][C:2]1[N:3]([C:16]2[CH:21]=[CH:20][C:19]([OH:22])=[CH:18][CH:17]=2)[N:4]=[C:5]2[C:14]3[CH:13]=[CH:12][CH:11]=[CH:10][C:9]=3[NH:8][C:7](=[O:15])[C:6]=12

Participants

6

Reactant 5

HCID 311Citric AcidHCID 876(+-)-MethionineHCID 6395Methanesulfonic AcidHCID 14798Sodium HydroxideHCID 135599998HCID 135599998, compound

Product 1

HCID 135997574HCID 135997574, compoundYield 92.2%

Conditions

Temperature
100 °C

Procedure

A mixture of 3-amino-2-(4-methoxyphenyl)-2,5-dihydro-4H-pyrazolo[4,3-c]quinolin-4-one (150 mg), DL-methionine (371 mg) and methanesulfonic acid (3 ml) was stirred at 100° C. for 3 hours. The reaction mixture was cooled, pH of the reaction mixture was adjusted to about 8 by adding an aqueous 20% sodium hydroxide solution and a 10% aqueous citric acid solution. The precipitated solid was collected by filtration, washed with water and then dried to obtain the target compound (132 mg).

Workup

  1. temperatureThe reaction mixture was cooled
  2. filtrationThe precipitated solid was collected by filtration
  3. washwashed with water
  4. customdried

Sources & evidence

ORD record
ord-7cb4740f9484404cb1692bd55a9b4bbe
Source dataset
uspto-grants-2010_11
Patent number
US07842701B2

Reaction notes

Loading…