Hydrochloric Acid → 1-(4-Amino-6,7-dimethoxy-2-quinazolinyl)-4-(tetrahydro-2-furoyl)piperazine monohydrochloride methanolate

HRID 35998

Reaction equation

HRID 35998 reaction equation
[NH2:1][C:2]1[C:11]2[C:6](=[CH:7][C:8]([O:14][CH3:15])=[C:9]([O:12][CH3:13])[CH:10]=2)[N:5]=[C:4]([N:16]2[CH2:21][CH2:20][N:19]([C:22]([CH:24]3[CH2:28][CH2:27][CH2:26][O:25]3)=[O:23])[CH2:18][CH2:17]2)[N:3]=1.[ClH:29]>CO>[ClH:29].[CH3:9][O-:12].[ClH:29].[NH2:1][C:2]1[C:11]2[C:6](=[CH:7][C:8]([O:14][CH3:15])=[C:9]([O:12][CH3:13])[CH:10]=2)[N:5]=[C:4]([N:16]2[CH2:21][CH2:20][N:19]([C:22]([CH:24]3[CH2:28][CH2:27][CH2:26][O:25]3)=[O:23])[CH2:18][CH2:17]2)[N:3]=1

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 5401Terazosin

Product 2

HCID 313Hydrochloric AcidHCID 867486641-(4-Amino-6,7-dimethoxy-2-quinazolinyl)-4-(tetrahydro-2-furoyl)piperazine monohydrochloride methanolateYield 77.8%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A solution of hydrogen chloride in methanol was prepared by bubbling the gas through dry methanol for several minutes. 1-(4-Amino-6,7-dimethoxy-2-quinazolinyl)-4-(tetrahydro-2-furoyl)piperazine (1.2 g, 3.1 mmol) was placed in an Erlenmeyer flask, together with a magnetic stirring bar, and the methanolic solution of hydrogen chloride was added until the solid had completely dissolved (about 13 mL). After the resulting mixture had stood at about 25° C. for several minutes, a precipitate formed. The mixture was cooled in an ice bath for thirty minutes and the precipitated solid collected by filtration to yield 1.1 g (2.41 mmol, 77.8%) of 1-(4-amino-6,7-dimethoxy-2-quinazolinyl)-4-(tetrahydro-2-furoyl)piperazine monohydrochloride methanolate.

Workup

  1. customby bubbling the gas through dry methanol for several minutes
  2. dissolutionhad completely dissolved (about 13 mL)
  3. waitAfter the resulting mixture had stood at about 25° C. for several minutes
  4. customa precipitate formed
  5. temperatureThe mixture was cooled in an ice bath for thirty minutes
  6. filtrationthe precipitated solid collected by filtration

Sources & evidence

ORD record
ord-d3d3bb326fba4875ab2dbbc113d0b222
Source dataset
uspto-grants-1995_05
Patent number
US05412095

Linked notes

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