2-[[4-[2-(Diethylamino)ethoxy]phenyl]amino]-4-(methylamino)-5-nitropyrimidine → 5-Amino-2-[[4-[2-(diethylamino)ethoxy]phenyl]amino]-4-(methylamino)pyrimidine

HRID 1375399Notes

Reaction equation

HRID 1375399 reaction equation
[CH2:1]([N:3]([CH2:25][CH3:26])[CH2:4][CH2:5][O:6][C:7]1[CH:12]=[CH:11][C:10]([NH:13][C:14]2[N:19]=[C:18]([NH:20][CH3:21])[C:17]([N+:22]([O-])=O)=[CH:16][N:15]=2)=[CH:9][CH:8]=1)[CH3:2]>[Pd]>[NH2:22][C:17]1[C:18]([NH:20][CH3:21])=[N:19][C:14]([NH:13][C:10]2[CH:9]=[CH:8][C:7]([O:6][CH2:5][CH2:4][N:3]([CH2:25][CH3:26])[CH2:1][CH3:2])=[CH:12][CH:11]=2)=[N:15][CH:16]=1

Participants

3

Reactant 1

HCID 587867952-[[4-[2-(Diethylamino)ethoxy]phenyl]amino]-4-(methylamino)-5-nitropyrimidine

Product 1

HCID 587867785-Amino-2-[[4-[2-(diethylamino)ethoxy]phenyl]amino]-4-(methylamino)pyrimidine

Reagents, catalysts & solvents 1

HCID 23938PalladiumCatalyst

Procedure

Hydrogenation of 2-[[4-[2-(diethylamino)ethoxy]phenyl]amino]-4-(methylamino)-5-nitropyrimidine (from Example 2(2) above) over Pd/C gave the title compound as an oil.

Sources & evidence

ORD record
ord-f9b989ad72444d1c9145810d98fc5461
Source dataset
uspto-grants-2007_01
Patent number
US07169778B2

Reaction notes

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