4-(4-Ethylpiperazin-1-ylmethyl)-3-trifluoromethylbenzoyl chloride dihydrochloride → 4-(4-ethylpiperazin-1-ylmethyl)-3-trifluoromethyl-N-{4-methyl-3-[4-(5-pyrimidinyl)pyridin-2-ylamino]phenyl}benzamide

HRID 13785Notes

Reaction equation

HRID 13785 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)[CH:13]=[CH:12][N:11]=1.Cl.Cl.[CH2:24]([N:26]1[CH2:31][CH2:30][N:29]([CH2:32][C:33]2[CH:41]=[CH:40][C:36]([C:37](Cl)=[O:38])=[CH:35][C:34]=2[C:42]([F:45])([F:44])[F:43])[CH2:28][CH2:27]1)[CH3:25]>>[CH2:24]([N:26]1[CH2:27][CH2:28][N:29]([CH2:32][C:33]2[CH:41]=[CH:40][C:36]([C:37]([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)[CH:13]=[CH:12][N:11]=4)[CH:4]=3)=[O:38])=[CH:35][C:34]=2[C:42]([F:45])([F:43])[F:44])[CH2:30][CH2:31]1)[CH3:25]

Participants

3

Reactant 2

HCID 231458504-(4-Ethylpiperazin-1-ylmethyl)-3-trifluoromethylbenzoyl chloride dihydrochlorideHCID 231459624-Methyl-3-[4-(5-pyrimidinyl)pyridin-2-ylamino]aniline

Product 1

HCID 112845834-(4-ethylpiperazin-1-ylmethyl)-3-trifluoromethyl-N-{4-methyl-3-[4-(5-pyrimidinyl)pyridin-2-ylamino]phenyl}benzamide

Procedure

This compound was prepared in the same manner as in Example 1, except that 4-methyl-3-[4-(5-pyrimidinyl)pyridin-2-ylamino]aniline (Reference Example 22) and 4-(4-ethylpiperazin-1-ylmethyl)-3-trifluoromethylbenzoyl chloride dihydrochloride (Reference Example 5) were used, and that the resulting crude crystals were washed with ethyl acetate.

Workup

  1. washthat the resulting crude crystals were washed with ethyl acetate

Sources & evidence

ORD record
ord-6e517765710c4ce2aff2f2aa059c94ef
Source dataset
uspto-grants-2010_06
Patent number
US07728131B2

Reaction notes

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