4-(4-Methylpiperazin-1-ylmethyl)-3-trifluoromethylbenzoyl chloride dihydrochloride → 4-(1-methylpiperazin-4-ylmethyl)-3-trifluoromethyl-N-{4-methyl-3-[6-(5-pyrimidinyl)pyrimidin-4-ylamino]phenyl}benzamide

HRID 13789

Reaction equation

HRID 13789 reaction equation
[CH3:1][C:2]1[CH:8]=[CH:7][C:5]([NH2:6])=[CH:4][C:3]=1[NH:9][C:10]1[CH:15]=[C:14]([C:16]2[CH:17]=[N:18][CH:19]=[N:20][CH:21]=2)[N:13]=[CH:12][N:11]=1.Cl.Cl.[CH3:24][N:25]1[CH2:30][CH2:29][N:28]([CH2:31][C:32]2[CH:40]=[CH:39][C:35]([C:36](Cl)=[O:37])=[CH:34][C:33]=2[C:41]([F:44])([F:43])[F:42])[CH2:27][CH2:26]1>>[CH3:24][N:25]1[CH2:26][CH2:27][N:28]([CH2:31][C:32]2[CH:40]=[CH:39][C:35]([C:36]([NH:6][C:5]3[CH:7]=[CH:8][C:2]([CH3:1])=[C:3]([NH:9][C:10]4[CH:15]=[C:14]([C:16]5[CH:17]=[N:18][CH:19]=[N:20][CH:21]=5)[N:13]=[CH:12][N:11]=4)[CH:4]=3)=[O:37])=[CH:34][C:33]=2[C:41]([F:44])([F:42])[F:43])[CH2:29][CH2:30]1

Participants

3

Reactant 2

HCID 230735454-(4-Methylpiperazin-1-ylmethyl)-3-trifluoromethylbenzoyl chloride dihydrochlorideHCID 231458964-Methyl-3-[6-(5-pyrimidinyl)pyrimidin-4-ylamino]aniline

Product 1

HCID 113075334-(1-methylpiperazin-4-ylmethyl)-3-trifluoromethyl-N-{4-methyl-3-[6-(5-pyrimidinyl)pyrimidin-4-ylamino]phenyl}benzamide

Procedure

This compound was prepared in the same manner as in Example 1, except that 4-methyl-3-[6-(5-pyrimidinyl)pyrimidin-4-ylamino]aniline (Reference Example 21) and 4-(4-methylpiperazin-1-ylmethyl)-3-trifluoromethylbenzoyl chloride dihydrochloride (Reference Example 2) were used, and that the reaction was conducted at room temperature for 17 hours and the resulting crude crystals were washed with ethyl acetate.

Workup

  1. washthe resulting crude crystals were washed with ethyl acetate

Sources & evidence

ORD record
ord-9da79d7c821f49658875976c5cf997ad
Source dataset
uspto-grants-2010_06
Patent number
US07728131B2

Linked notes

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