2-[[4-[4-(Tert-butoxycarbonyl)piperazin-1-yl]phenyl]-amino]-4-(cyclopentylamino)-5-nitropyrimidine → 5-Amino-2-[[4-[4-(tert-butoxycarbonyl)piperazin-1-yl]phenyl]amino]-4-(cyclopentylamino)pyrimidine

HRID 1375405Notes

Reaction equation

HRID 1375405 reaction equation
[C:1]([O:5][C:6]([N:8]1[CH2:13][CH2:12][N:11]([C:14]2[CH:19]=[CH:18][C:17]([NH:20][C:21]3[N:26]=[C:25]([NH:27][CH:28]4[CH2:32][CH2:31][CH2:30][CH2:29]4)[C:24]([N+:33]([O-])=O)=[CH:23][N:22]=3)=[CH:16][CH:15]=2)[CH2:10][CH2:9]1)=[O:7])([CH3:4])([CH3:3])[CH3:2]>[Pd]>[NH2:33][C:24]1[C:25]([NH:27][CH:28]2[CH2:29][CH2:30][CH2:31][CH2:32]2)=[N:26][C:21]([NH:20][C:17]2[CH:18]=[CH:19][C:14]([N:11]3[CH2:12][CH2:13][N:8]([C:6]([O:5][C:1]([CH3:4])([CH3:3])[CH3:2])=[O:7])[CH2:9][CH2:10]3)=[CH:15][CH:16]=2)=[N:22][CH:23]=1

Participants

3

Reactant 1

HCID 587867852-[[4-[4-(Tert-butoxycarbonyl)piperazin-1-yl]phenyl]-amino]-4-(cyclopentylamino)-5-nitropyrimidine

Product 1

HCID 587867835-Amino-2-[[4-[4-(tert-butoxycarbonyl)piperazin-1-yl]phenyl]amino]-4-(cyclopentylamino)pyrimidine

Reagents, catalysts & solvents 1

HCID 23938PalladiumCatalyst

Procedure

Hydrogenation of 2-[[4-[4-(tert-butoxycarbonyl)piperazin-1-yl]phenyl]-amino]-4-(cyclopentylamino)-5-nitropyrimidine (from Example 2(9) above) over Pd/C gave the title compound as a solid.

Sources & evidence

ORD record
ord-e6c9c2a1868d4f258b59f1d73e9bc953
Source dataset
uspto-grants-2007_01
Patent number
US07169778B2

Reaction notes

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