Maleic Acid → HCID 67481355, compound

HRID 705509Notes

Reaction equation

HRID 705509 reaction equation
[N:1]1([C:6]2[CH:7]=[C:8]3[C:13](=[CH:14][CH:15]=2)[N:12]=[C:11]([C:16]2[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=2)[N:10]=[CH:9]3)[CH:5]=[CH:4][N:3]=[CH:2]1.[C:22]([OH:29])(=[O:28])/[CH:23]=[CH:24]\[C:25]([OH:27])=[O:26]>C(O)(C)C.O>[C:22]([OH:29])(=[O:28])/[CH:23]=[CH:24]\[C:25]([OH:27])=[O:26].[N:1]1([C:6]2[CH:7]=[C:8]3[C:13](=[CH:14][CH:15]=2)[N:12]=[C:11]([C:16]2[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=2)[N:10]=[CH:9]3)[CH:5]=[CH:4][N:3]=[CH:2]1

Participants

5

Reactant 2

HCID 444266Maleic AcidHCID 248987326-(1H-Imidazol-1-yl)-2-phenylquinazoline

Product 1

HCID 67481355HCID 67481355, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 3776IsopropanolSolvent

Conditions

Temperature
50 °C

Procedure

6-(1H-Imidazol-1-yl)-2-phenylquinazoline, 136 mg (0.5 mmol), is dissolved in a mixture of isopropanol (15 mL) and water (0.5 mL) at reflux, with stirring at 50° C., 60 mg (0.5 mmol) of maleic acid are added, the mixture is stirred for 30 min. at 40° C., and then cooled to 0° C., and the resulting suspension is stirred at 0° C. a few minutes, filtered, washed with cold isopropanol and dried at 30° C., 20 mmHg, for 5 hours. 120 mg of product are obtained, XRPD: form A+form B as in FIG. 51.

Workup

  1. temperatureat reflux
  2. stirringthe mixture is stirred for 30 min. at 40° C.
  3. temperaturecooled to 0° C.
  4. stirringthe resulting suspension is stirred at 0° C. a few minutes
  5. filtrationfiltered
  6. washwashed with cold isopropanol
  7. customdried at 30° C.

Sources & evidence

ORD record
ord-4106e3ee436342589a051dba1f70d3a5
Source dataset
uspto-grants-2015_11
Patent number
US09174966B2

Reaction notes

Loading…