5,7,8-Tetrahydro-N-phenyl-6-(phenylmethyl)pyrido[4,3-D]pyrimidin-4-amine → 5,6,7,8-Tetrahydro-N-phenylpyrido[4,3-d]pyrimidin-4-amine

HRID 19623Notes

Reaction equation

HRID 19623 reaction equation
C([N:8]1[CH2:24][CH2:23][C:11]2[N:12]=[CH:13][N:14]=[C:15]([NH:16][C:17]3[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=3)[C:10]=2[CH2:9]1)C1C=CC=CC=1>CO.[OH-].[Pd+2].[OH-]>[C:17]1([NH:16][C:15]2[C:10]3[CH2:9][NH:8][CH2:24][CH2:23][C:11]=3[N:12]=[CH:13][N:14]=2)[CH:18]=[CH:19][CH:20]=[CH:21][CH:22]=1

Participants

4

Reactant 1

HCID 3179555,7,8-Tetrahydro-N-phenyl-6-(phenylmethyl)pyrido[4,3-D]pyrimidin-4-amine

Product 1

HCID 593465585,6,7,8-Tetrahydro-N-phenylpyrido[4,3-d]pyrimidin-4-amineYield 110.5%

Reagents, catalysts & solvents 2

HCID 9942167Palladium hydroxideCatalystHCID 887MethanolSolvent

Procedure

6-Benzyl-5,6,7,8-tetrahydro-N-phenylpyrido[4,3-d]pyrimidin-4-amine (1.5 g, 3.8 mmol) was dissolved in methanol (25 mL) and palladium hydroxide was added (1.5 g, 20% wt). The mixture was shaken on a Parr Shaker under H2 (g) atmosphere (60 PSI) for 1 day. The mixture was filtered through celite and evaporated to give 0.95 g of material as a yellow solid (quant.), which was used as such for the next step.

Workup

  1. filtrationThe mixture was filtered through celite
  2. customevaporated

Sources & evidence

ORD record
ord-897eab7a3c9740e8bc6a3ba85524d6c0
Source dataset
uspto-grants-2010_06
Patent number
US07745451B2

Reaction notes

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