Water → HCID 70154155, compound

HRID 2187067Notes

Reaction equation

HRID 2187067 reaction equation
[NH2:1][C:2]1[CH:11]=[C:10]2[C:5]([C:6](=[O:37])[NH:7][C:8](=[O:36])[N:9]2[CH2:12][CH2:13][CH2:14][CH2:15][N:16]2[CH2:21][CH2:20][CH:19]([O:22][CH:23]([C:30]3[CH:35]=[CH:34][CH:33]=[CH:32][CH:31]=3)[C:24]3[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=3)[CH2:18][CH2:17]2)=[CH:4][CH:3]=1.C([N:40](CC)CC)C.[CH2:45]([CH:47]([C:51](Cl)=[O:52])[C:48](Cl)=[O:49])[CH3:46].O>O1CCCC1>[CH2:45]([CH:47]([C:51]([NH2:40])=[O:52])[C:48]([NH:1][C:2]1[CH:11]=[C:10]2[C:5]([C:6](=[O:37])[NH:7][C:8](=[O:36])[N:9]2[CH2:12][CH2:13][CH2:14][CH2:15][N:16]2[CH2:21][CH2:20][CH:19]([O:22][CH:23]([C:24]3[CH:25]=[CH:26][CH:27]=[CH:28][CH:29]=3)[C:30]3[CH:31]=[CH:32][CH:33]=[CH:34][CH:35]=3)[CH2:18][CH2:17]2)=[CH:4][CH:3]=1)=[O:49])[CH3:46]

Participants

6

Reactant 4

HCID 962WaterHCID 8471TriethylamineHCID 109209242-Ethylpropanedioyl dichlorideHCID 22449621HCID 22449621, compound

Product 1

HCID 70154155HCID 70154155, compoundYield 80%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

7-Amino-2,4-dioxo-1-[4-(4-diphenylmethoxypiperidino)butyl]-1,2,3,4-tetrahydroquinazoline (700 mg) obtained in Example 39 was dissolved in tetrahydrofuran (10.0 ml), and triethylamine (0.24 ml) and ethyl malonyl chloride (0.20 ml) were added with stirring and cooling on ice. The reaction mixture was stirred at room temperature for 18. 5 hours and combined with water and extracted with ethyl acetate. After the extract was washed with water and dried (Na2SO4), the solvent was distilled off under reduced pressure to give the title compound (690 mg, 80%) as an amorphous.

Workup

  1. temperaturecooling on ice
  2. stirringThe reaction mixture was stirred at room temperature for 18
  3. custom5 hours
  4. extractionextracted with ethyl acetate
  5. washAfter the extract was washed with water
  6. dry with materialdried (Na2SO4)
  7. distillationthe solvent was distilled off under reduced pressure

Sources & evidence

ORD record
ord-8e026428c30e4313bbcbf5db7cc3d496
Source dataset
uspto-grants-2002_06
Patent number
US06407116B1

Reaction notes

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