Dimethyl Sulfoxide → HCID 86628496, compound

HRID 41502Notes

Reaction equation

HRID 41502 reaction equation
CS(C)=O.O.[C:6]1([CH3:16])[CH:11]=[CH:10][C:9]([S:12]([OH:15])(=[O:14])=[O:13])=[CH:8][CH:7]=1.[CH3:17][C:18]1[CH:26]=[C:25]([C:27]([NH:29][C:30]2[CH:35]=[CH:34][CH:33]=[C:32]([C:36]3[C:45]4[C:40](=[CH:41][C:42]([O:48][CH3:49])=[C:43]([O:46][CH3:47])[CH:44]=4)[N:39]=[C:38]([NH:50][CH3:51])[N:37]=3)[CH:31]=2)=[O:28])[CH:24]=[CH:23][C:19]=1[C:20]([OH:22])=[O:21]>CC(O)C>[C:6]1([CH3:16])[CH:7]=[CH:8][C:9]([S:12]([OH:15])(=[O:13])=[O:14])=[CH:10][CH:11]=1.[CH3:17][C:18]1[CH:26]=[C:25]([C:27]([NH:29][C:30]2[CH:35]=[CH:34][CH:33]=[C:32]([C:36]3[C:45]4[C:40](=[CH:41][C:42]([O:48][CH3:49])=[C:43]([O:46][CH3:47])[CH:44]=4)[N:39]=[C:38]([NH:50][CH3:51])[N:37]=3)[CH:31]=2)=[O:28])[CH:24]=[CH:23][C:19]=1[C:20]([OH:22])=[O:21]

Participants

5

Reactant 3

HCID 679Dimethyl SulfoxideHCID 521998p-Toluenesulfonic acid monohydrateHCID 66646296methyl N-[3-(6,7-dimethoxy-2-methylaminoquinazolin-4-yl)phenyl]terephthalamic acid

Product 1

HCID 86628496HCID 86628496, compoundYield 39.4%

Reagents, catalysts & solvents 1

HCID 3776IsopropanolSolvent

Procedure

Dimethyl sulfoxide (1 mL) and p-toluenesulfonic acid monohydrate (47.98 mg) were added to methyl N-[3-(6,7-dimethoxy-2-methylaminoquinazolin-4-yl)phenyl]terephthalamic acid (106.56 mg). The mixture was heated to be dissolved, and then 2-propanol (5 mL) was added to the mixture and the mixture was cooled to room temperature to be solidified. The solid was collected by filtration to yield the titled compound (57.34 mg).

Workup

  1. temperatureThe mixture was heated
  2. dissolutionto be dissolved
  3. filtrationThe solid was collected by filtration

Sources & evidence

ORD record
ord-89acfb8f053e4c209db1ff00c6863952
Source dataset
uspto-grants-2013_09
Patent number
US08530654B2

Reaction notes

Loading…