Hydrochloric Acid → HCID 25002289, compound

HRID 547495Notes

Reaction equation

HRID 547495 reaction equation
C[C:2]1[CH:10]=[C:9]([C:11]([NH:13][C:14]2[CH:19]=[CH:18][CH:17]=[C:16]([C:20]3[C:29]4[C:24](=[CH:25][C:26]([O:32][CH3:33])=[C:27]([O:30][CH3:31])[CH:28]=4)[N:23]=[C:22]([NH:34][CH3:35])[N:21]=3)[CH:15]=2)=[O:12])[CH:8]=[CH:7][C:3]=1[C:4]([OH:6])=[O:5].O1CCCC1.[OH-].[Na+].[ClH:43]>CO>[ClH:43].[CH3:31][O:30][C:27]1[CH:28]=[C:29]2[C:24](=[CH:25][C:26]=1[O:32][CH3:33])[N:23]=[C:22]([NH:34][CH3:35])[N:21]=[C:20]2[C:16]1[CH:15]=[C:14]([NH:13][C:11](=[O:12])[C:9]2[CH:10]=[CH:2][C:3]([C:4]([OH:6])=[O:5])=[CH:7][CH:8]=2)[CH:19]=[CH:18][CH:17]=1

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 8028TetrahydrofuranHCID 14798Sodium HydroxideHCID 66646296methyl N-[3-(6,7-dimethoxy-2-methylaminoquinazolin-4-yl)phenyl]terephthalamic acid

Product 1

HCID 25002289HCID 25002289, compoundYield 95.3%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a solution of 2.5 g of methyl N-[3-(6,7-dimethoxy-2-methylaminoquinazolin-4-yl)phenyl]terephthalamic acid dissolved in a mixed solvent consisting of 50 mL of tetrahydrofuran and 25 mL of methanol was added 11.3 mL of a 5 N sodium hydroxide solution, followed by stirring at room temperature for 12 hours. The reaction mixture was adjusted to be acidic by addition of 5 N hydrochloric acid, and the obtained solid was then filtrated, washed with 10 mL of water and 20 mL of ether, and dried under aeration to yield 2.5 g of a product of interest. Yield: 95.3%.

Workup

  1. filtrationthe obtained solid was then filtrated
  2. washwashed with 10 mL of water and 20 mL of ether
  3. customdried under aeration

Sources & evidence

ORD record
ord-69fa3dbcf25441ecaab079e6d7092966
Source dataset
uspto-grants-2011_05
Patent number
US07939540B2

Reaction notes

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