1-Amino-4-methylpiperazine → 4-(4-methylpiperazin-1-ylaminomethyl)-N-[2-fluoro-5-(4-(pyridin-3-yl)pyrimidin-2-yl)aminophenyl]benzamide

HRID 736314Notes

Reaction equation

HRID 736314 reaction equation
[NH2:1][N:2]1[CH2:7][CH2:6][N:5]([CH3:8])[CH2:4][CH2:3]1.[F:9][C:10]1[CH:15]=[CH:14][C:13]([NH:16][C:17]2[N:22]=[C:21]([C:23]3[CH:24]=[N:25][CH:26]=[CH:27][CH:28]=3)[CH:20]=[CH:19][N:18]=2)=[CH:12][C:11]=1[NH:29][C:30](=[O:39])[C:31]1[CH:36]=[CH:35][C:34]([CH2:37]Cl)=[CH:33][CH:32]=1>>[CH3:8][N:5]1[CH2:6][CH2:7][N:2]([NH:1][CH2:37][C:34]2[CH:33]=[CH:32][C:31]([C:30]([NH:29][C:11]3[CH:12]=[C:13]([NH:16][C:17]4[N:22]=[C:21]([C:23]5[CH:24]=[N:25][CH:26]=[CH:27][CH:28]=5)[CH:20]=[CH:19][N:18]=4)[CH:14]=[CH:15][C:10]=3[F:9])=[O:39])=[CH:36][CH:35]=2)[CH2:3][CH2:4]1

Participants

3

Reactant 2

HCID 813491-Amino-4-methylpiperazineHCID 68816925HCID 68816925, compound

Product 1

HCID 688201584-(4-methylpiperazin-1-ylaminomethyl)-N-[2-fluoro-5-(4-(pyridin-3-yl)pyrimidin-2-yl)aminophenyl]benzamideYield 53.2%

Procedure

1-Amino-4-methylpiperazine (0.66 g, 5.77 mol) and N-[4-fluoro-3-(4-chloromethyl benzoylamino)-phenyl]-4-(3-pyridyl)-2-pyrimidine-amine (1 g, 2.31 mmol) were reacted according to the same procedure as Example 3 to give 4-(4-methylpiperazin-1-ylaminomethyl)-N-[2-fluoro-5-(4-(pyridin-3-yl)pyrimidin-2-yl)aminophenyl]benzamide (0.63 g).

Sources & evidence

ORD record
ord-895e70c42cc64266be457af3c34736f0
Source dataset
uspto-grants-2009_09
Patent number
US07595323B2

Reaction notes

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