HCID 57593139, compound → 9-{2-[2-(3-Aminomethyl-phenyl)-1-methyl-ethylamino]-pyrimidin-4-yl}-2-phenyl-6,7,8,9-tetrahydro-pyrimido[1,2-a]pyrimidin-4-one

HRID 1785432Notes

Reaction equation

HRID 1785432 reaction equation
[N:1]([CH2:4][C:5]1[CH:6]=[C:7]([CH2:11][CH:12]([NH:14][C:15]2[N:20]=[C:19]([N:21]3[C:26]4=[N:27][C:28]([C:32]5[CH:37]=[CH:36][CH:35]=[CH:34][CH:33]=5)=[CH:29][C:30](=[O:31])[N:25]4[CH2:24][CH2:23][CH2:22]3)[CH:18]=[CH:17][N:16]=2)[CH3:13])[CH:8]=[CH:9][CH:10]=1)=[N+]=[N-].[H][H]>CO.[Pd]>[NH2:1][CH2:4][C:5]1[CH:6]=[C:7]([CH2:11][CH:12]([NH:14][C:15]2[N:20]=[C:19]([N:21]3[C:26]4=[N:27][C:28]([C:32]5[CH:33]=[CH:34][CH:35]=[CH:36][CH:37]=5)=[CH:29][C:30](=[O:31])[N:25]4[CH2:24][CH2:23][CH2:22]3)[CH:18]=[CH:17][N:16]=2)[CH3:13])[CH:8]=[CH:9][CH:10]=1

Participants

5

Reactant 2

HCID 57593139HCID 57593139, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 575931519-{2-[2-(3-Aminomethyl-phenyl)-1-methyl-ethylamino]-pyrimidin-4-yl}-2-phenyl-6,7,8,9-tetrahydro-pyrimido[1,2-a]pyrimidin-4-one

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

To a nitrogen filled vessel containing a stirring solution of 9-{2-[2-(3-azidomethyl-phenyl)-1-methyl -ethylamino]-pyrimidin-4-yl}-2-phenyl-6,7,8,9-tetrahydro-pyrimido[1,2-a]pyrimidin-4-one (190 mg, 0.39 mmol) in methanol (25 mL) was added 10% palladium on carbon (20 mg). Mixture stirred over an atmosphere of hydrogen. After 2 h, reaction filtered through a bed of Celite and solvent removed under vacuum. Residue purified on silica and isolated as a white solid.

Workup

  1. customreaction
  2. filtrationfiltered through a bed of Celite and solvent
  3. customremoved under vacuum
  4. customResidue purified on silica
  5. customisolated as a white solid

Sources & evidence

ORD record
ord-517e1cd8503744eb90d364e2066a75a1
Source dataset
uspto-grants-2009_03
Patent number
US07504403B2

Reaction notes

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