4-(Cyclopentylamino)-2-[[4-(4-methylpiperazin-1-yl)phenyl]amino]-5-nitropyrimidine → 5-Amino-4-(cyclopentylamino)-2-[[4-(4-methylpiperazin-1-yl)phenyl]amino]pyrimidine

HRID 1375401Notes

Reaction equation

HRID 1375401 reaction equation
[CH:1]1([NH:6][C:7]2[C:12]([N+:13]([O-])=O)=[CH:11][N:10]=[C:9]([NH:16][C:17]3[CH:22]=[CH:21][C:20]([N:23]4[CH2:28][CH2:27][N:26]([CH3:29])[CH2:25][CH2:24]4)=[CH:19][CH:18]=3)[N:8]=2)[CH2:5][CH2:4][CH2:3][CH2:2]1>[Pd]>[NH2:13][C:12]1[C:7]([NH:6][CH:1]2[CH2:2][CH2:3][CH2:4][CH2:5]2)=[N:8][C:9]([NH:16][C:17]2[CH:22]=[CH:21][C:20]([N:23]3[CH2:24][CH2:25][N:26]([CH3:29])[CH2:27][CH2:28]3)=[CH:19][CH:18]=2)=[N:10][CH:11]=1

Participants

3

Reactant 1

HCID 587867844-(Cyclopentylamino)-2-[[4-(4-methylpiperazin-1-yl)phenyl]amino]-5-nitropyrimidine

Product 1

HCID 587868155-Amino-4-(cyclopentylamino)-2-[[4-(4-methylpiperazin-1-yl)phenyl]amino]pyrimidine

Reagents, catalysts & solvents 1

HCID 23938PalladiumCatalyst

Procedure

Hydrogenation of 4-(cyclopentylamino)-2-[[4-(4-methylpiperazin-1-yl)phenyl]amino]-5-nitropyrimidine (from Example 2(5) above) over Pd/C gave the title compound: mp (i-Pr2O/CH2Cl2) 212° C. (dec).

Sources & evidence

ORD record
ord-a4c470088e444256a04d86524ac26afc
Source dataset
uspto-grants-2007_01
Patent number
US07169778B2

Reaction notes

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