6-Benzyl-N-((6-methoxypyridin-3-yl)methyl)-5,6,7,8-tetrahydropyrido[4,3-d]pyrimidin-4-amine → N-((6-methoxypyridin-3-yl)methyl)-5,6,7,8-tetrahydropyrido[4,3-d]pyrimidin-4-amine

HRID 657790Notes

Reaction equation

HRID 657790 reaction equation
C([N:8]1[CH2:27][CH2:26][C:11]2[N:12]=[CH:13][N:14]=[C:15]([NH:16][CH2:17][C:18]3[CH:19]=[N:20][C:21]([O:24][CH3:25])=[CH:22][CH:23]=3)[C:10]=2[CH2:9]1)C1C=CC=CC=1>[Pd].CO>[CH3:25][O:24][C:21]1[N:20]=[CH:19][C:18]([CH2:17][NH:16][C:15]2[C:10]3[CH2:9][NH:8][CH2:27][CH2:26][C:11]=3[N:12]=[CH:13][N:14]=2)=[CH:23][CH:22]=1

Participants

4

Reactant 1

HCID 598406976-Benzyl-N-((6-methoxypyridin-3-yl)methyl)-5,6,7,8-tetrahydropyrido[4,3-d]pyrimidin-4-amine

Product 1

HCID 59840689N-((6-methoxypyridin-3-yl)methyl)-5,6,7,8-tetrahydropyrido[4,3-d]pyrimidin-4-amine

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

A mixture of 6-benzyl-N-((6-methoxypyridin-3-yl)methyl)-5,6,7,8-tetrahydropyrido[4,3-d]pyrimidin-4-amine (1.90 g, 5.26 mmol), MeOH (100 mL), and 10% Pd—C (600 mg) was hydrogenated at 1 atm for 3 days. LC-MS indicated complete conversion. Catalyst was filtered off and the filtrate was concentrated in vacuo to yield a light yellow foam.

Workup

  1. filtrationCatalyst was filtered off
  2. concentrationthe filtrate was concentrated in vacuo
  3. customto yield a light yellow foam

Sources & evidence

ORD record
ord-69727b750dad4eef9d2c81dc9ee1e8dd
Source dataset
uspto-grants-2011_12
Patent number
US08076345B2

Reaction notes

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