4-(4-Ethylpiperazin-1-ylmethyl)-3-trifluoromethylbenzoyl chloride dihydrochloride → HCID 11445186, compound

HRID 13783Notes

Reaction equation

HRID 13783 reaction equation
[Br:1][C:2]1[CH:3]=[C:4]([C:8]2[CH:13]=[CH:12][N:11]=[C:10]([NH:14][C:15]3[CH:16]=[C:17]([CH:19]=[CH:20][C:21]=3[CH3:22])[NH2:18])[N:9]=2)[CH:5]=[N:6][CH:7]=1.Cl.Cl.[CH2:25]([N:27]1[CH2:32][CH2:31][N:30]([CH2:33][C:34]2[CH:42]=[CH:41][C:37]([C:38](Cl)=[O:39])=[CH:36][C:35]=2[C:43]([F:46])([F:45])[F:44])[CH2:29][CH2:28]1)[CH3:26]>>[CH2:25]([N:27]1[CH2:28][CH2:29][N:30]([CH2:33][C:34]2[CH:42]=[CH:41][C:37]([C:38]([NH:18][C:17]3[CH:19]=[CH:20][C:21]([CH3:22])=[C:15]([NH:14][C:10]4[N:9]=[C:8]([C:4]5[CH:5]=[N:6][CH:7]=[C:2]([Br:1])[CH:3]=5)[CH:13]=[CH:12][N:11]=4)[CH:16]=3)=[O:39])=[CH:36][C:35]=2[C:43]([F:46])([F:44])[F:45])[CH2:31][CH2:32]1)[CH3:26]

Participants

3

Reactant 2

HCID 231458504-(4-Ethylpiperazin-1-ylmethyl)-3-trifluoromethylbenzoyl chloride dihydrochlorideHCID 231459663-[4-(5-Bromopyridin-3-yl)pyrimidin-2-ylamino]-4-methylaniline

Product 1

HCID 11445186HCID 11445186, compound

Procedure

This compound was prepared in the same manner as in Example 1, except that 3-[4-(5-bromopyridin-3-yl)pyrimidin-2-ylamino]-4-methylaniline (Reference Example 19) and 4-(4-ethylpiperazin-1-ylmethyl)-3-trifluoromethylbenzoyl chloride dihydrochloride (Reference Example 5) were used, and that the reaction was conducted at room temperature for 24 hours and the amorphous obtained by purification with silica gel column chromatography was crystallized by adding chloroform-diethyl ether (1:1).

Workup

  1. customthe amorphous obtained by purification with silica gel column chromatography
  2. customwas crystallized
  3. additionby adding chloroform-diethyl ether (1:1)

Sources & evidence

ORD record
ord-b2b0e0a4ac37420cafb0095435be0e47
Source dataset
uspto-grants-2010_06
Patent number
US07728131B2

Reaction notes

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