Water → HCID 13670002, compound

HRID 569985Notes

Reaction equation

HRID 569985 reaction equation
[H-].[Al+3].[Li+].[H-].[H-].[H-].[CH2:7]([N:9]1[CH:31]=[CH:30][C:12]2[N:13]=[C:14]([N:17]3[CH2:22][CH2:21][N:20]([CH2:23][C:24]4[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=4)[CH2:19][CH2:18]3)[N:15]=[CH:16][C:11]=2[C:10]1=[O:32])[CH3:8].O.[OH-].[Na+]>C1COCC1.C(OCC)(=O)C.C(Cl)(Cl)Cl>[CH2:7]([N:9]1[CH:31]=[CH:30][C:12]2[NH:13][C:14]([N:17]3[CH2:22][CH2:21][N:20]([CH2:23][C:24]4[CH:25]=[CH:26][CH:27]=[CH:28][CH:29]=4)[CH2:19][CH2:18]3)=[N:15][CH2:16][C:11]=2[C:10]1=[O:32])[CH3:8]

Participants

8

Reactant 4

HCID 962WaterHCID 14798Sodium HydroxideHCID 13670001HCID 13670001, compoundHCID 21226445Aluminium lithium hydride2×

Product 1

HCID 13670002HCID 13670002, compoundYield 72.9%

Reagents, catalysts & solvents 3

HCID 6212ChloroformSolventHCID 8028TetrahydrofuranSolventHCID 8857Ethyl AcetateSolvent

Procedure

Added at room temperature to a suspension of 0.80 (21 mmol) of lithium aluminum hydride in THF (20 ml) was 1.5 g of 5,6-dihydro-6-ethyl-5-oxo-2-(4-benzylpiperazino)pyrido[4,3-d]pyrimidine (Referential Example 11). After refluxing the reaction mixture for 4 hours, the reaction mixture was added with water to decompose excess lithium aluminum hydride. An aqueous solution of sodium hydroxide and chloroform were added to the resultant mixture to extract the latter. After washing the chloroform layer with water, it was dried with anhydrous magnesium sulfate and was then concentrated to obtain 1.4 g of light yellowish crystals. The crude crystals were immersed in ethyl acetate to obtain 1.1 g of 1,4,5,6-Tetrahydro-6-ethyl-5-oxo-2-(4-benzylpiperazino)pyrido[4,3-d]pyrimidine as colorless crystals (yield: 72%).

Workup

  1. temperatureAfter refluxing the reaction mixture for 4 hours
  2. extractionto extract the latter
  3. washAfter washing the chloroform layer with water, it
  4. dry with materialwas dried with anhydrous magnesium sulfate
  5. concentrationwas then concentrated
  6. customto obtain 1.4 g of light yellowish crystals

Sources & evidence

ORD record
ord-ec7fc31f5a574931be41b1535021f65f
Source dataset
uspto-grants-1988_03
Patent number
US04734418

Reaction notes

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