2-(2 (S)-Amino-3-phenyl-propylamino)-3-methyl-5-nitro-6-pyridin-4-yl-3H-pyrimidin-4-one → 2-(2 (S)-Amino-3-phenyl-propylamino)-3-methyl-5-amino-6-pyridin-4-yl-3H-pyrimidin-4-one

HRID 1826516Notes

Reaction equation

HRID 1826516 reaction equation
[NH2:1][C@@H:2]([CH2:22][C:23]1[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=1)[CH2:3][NH:4][C:5]1[N:10]([CH3:11])[C:9](=[O:12])[C:8]([N+:13]([O-])=O)=[C:7]([C:16]2[CH:21]=[CH:20][N:19]=[CH:18][CH:17]=2)[N:6]=1.[H][H]>[Pd]>[NH2:1][C@@H:2]([CH2:22][C:23]1[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=1)[CH2:3][NH:4][C:5]1[N:10]([CH3:11])[C:9](=[O:12])[C:8]([NH2:13])=[C:7]([C:16]2[CH:17]=[CH:18][N:19]=[CH:20][CH:21]=2)[N:6]=1

Participants

4

Reactant 2

HCID 586337212-(2 (S)-Amino-3-phenyl-propylamino)-3-methyl-5-nitro-6-pyridin-4-yl-3H-pyrimidin-4-oneHCID 178418361HCID 178418361, compound

Product 1

HCID 113486782-(2 (S)-Amino-3-phenyl-propylamino)-3-methyl-5-amino-6-pyridin-4-yl-3H-pyrimidin-4-one

Reagents, catalysts & solvents 1

HCID 23938PalladiumCatalyst

Procedure

A suspension of 2-(2 (S)-amino-3-phenyl-propylamino)-3-methyl-5-nitro-6-pyridin-4-yl-3H-pyrimidin-4-one (0.2 mmol) and Pd/C was stirred over a hydrogen filled balloon for 1 h at room temperature. The product was filtered through a bed of celite, and the solvents removed under vacuum. The product was purified on reverse phase HPLC M+1=351.

Workup

  1. filtrationThe product was filtered through a bed of celite
  2. customthe solvents removed under vacuum
  3. customThe product was purified on reverse phase HPLC M+1=351

Sources & evidence

ORD record
ord-0a3332e343b44456b0ce85d503c7497a
Source dataset
uspto-grants-2006_05
Patent number
US07049318B2

Reaction notes

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