(2S)-3-Phenylpropane-1,2-diamine → 2-(2 (S)-Amino-3-phenyl-propylamino)-3-methyl-5-nitro-6-pyridin-4-yl-3H-pyrimidin-4-one

HRID 1826515Notes

Reaction equation

HRID 1826515 reaction equation
[CH3:1][N:2]1[C:7](=[O:8])[C:6]([N+:9]([O-:11])=[O:10])=[C:5]([C:12]2[CH:17]=[CH:16][N:15]=[CH:14][CH:13]=2)[N:4]=[C:3]1SC.[C:20]1([CH2:26][C@H:27]([NH2:30])[CH2:28][NH2:29])[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1>CN(C)C=O>[NH2:30][C@@H:27]([CH2:26][C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1)[CH2:28][NH:29][C:3]1[N:2]([CH3:1])[C:7](=[O:8])[C:6]([N+:9]([O-:11])=[O:10])=[C:5]([C:12]2[CH:17]=[CH:16][N:15]=[CH:14][CH:13]=2)[N:4]=1

Participants

4

Reactant 2

HCID 12699301(2S)-3-Phenylpropane-1,2-diamineHCID 221396093-Methyl-2-methylsulfanyl-5-nitro-6-pyridin-4-yl-3H-pyrimidin-4-one

Product 1

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

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

A solution of 3-methyl-2-methylsulfanyl-5-nitro-6-pyridin-4-yl-3H-pyrimidin-4-one (0.31 mmol) in dimethylformamide (DMF) was added 3-phenyl-propane-1,2 (S)-diamine (0.92 mmol) and stirred overnight at room temperature. The DMF was removed under vacuum, and the product purified on silica as a mixture of isomers. M+1=381.

Workup

  1. customThe DMF was removed under vacuum
  2. customthe product purified on silica as a mixture of isomers

Sources & evidence

ORD record
ord-af276e5afedb49d3bcd7ba98c8d1089f
Source dataset
uspto-grants-2006_05
Patent number
US07049318B2

Reaction notes

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