1-Methylpiperazine → 4-(4-methylpiperazin-1-ylmethyl)-N-[2-fluoro-5-(4-(pyridin-3-yl)pyrimidin-2-yl)aminophenyl]benzamide

HRID 736313Notes

Reaction equation

HRID 736313 reaction equation
[CH3:1][N:2]1[CH2:7][CH2:6][NH:5][CH2:4][CH2:3]1.[F:8][C:9]1[CH:14]=[CH:13][C:12]([NH:15][C:16]2[N:21]=[C:20]([C:22]3[CH:23]=[N:24][CH:25]=[CH:26][CH:27]=3)[CH:19]=[CH:18][N:17]=2)=[CH:11][C:10]=1[NH:28][C:29](=[O:38])[C:30]1[CH:35]=[CH:34][C:33]([CH2:36]Cl)=[CH:32][CH:31]=1>>[CH3:1][N:2]1[CH2:7][CH2:6][N:5]([CH2:36][C:33]2[CH:32]=[CH:31][C:30]([C:29]([NH:28][C:10]3[CH:11]=[C:12]([NH:15][C:16]4[N:21]=[C:20]([C:22]5[CH:23]=[N:24][CH:25]=[CH:26][CH:27]=5)[CH:19]=[CH:18][N:17]=4)[CH:13]=[CH:14][C:9]=3[F:8])=[O:38])=[CH:35][CH:34]=2)[CH2:4][CH2:3]1

Participants

3

Reactant 2

HCID 531671-MethylpiperazineHCID 68816925N-[4-fluoro-3-(4-chloromethylbenzoylamino)-phenyl]-4-(3-pyridyl)-2-pyrimidine-amine

Product 1

HCID 688186374-(4-methylpiperazin-1-ylmethyl)-N-[2-fluoro-5-(4-(pyridin-3-yl)pyrimidin-2-yl)aminophenyl]benzamideYield 95.7%

Procedure

1-Methylpiperazine (0.58 g, 5.77 mmol) and N-[4-fluoro-3-(4-chloromethylbenzoyl amino)-phenyl]-4-(3-pyridyl)-2-pyrimidine-amine (1 g, 2.31 mmol) were reacted according to the same procedure as Example 1 to give 4-(4-methylpiperazin-1-ylmethyl)-N-[2-fluoro-5-(4-(pyridin-3-yl)pyrimidin-2-yl)aminophenyl]benzamide (1.1 g).

Sources & evidence

ORD record
ord-b93ef7a8881648b0af0817b06a79e343
Source dataset
uspto-grants-2009_09
Patent number
US07595323B2

Reaction notes

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