3-Methoxy-4-(4-methylpiperazin-1-ylmethyl)benzoyl chloride dihydrochloride → 3-methoxy-4-(4-methylpiperazin-1-ylmethyl)-N-{3-[4-(5-bromopyridin-3-yl)pyrimidin-2-ylamino]-4-methylphenyl}benzamide

HRID 13782Notes

Reaction equation

HRID 13782 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.[CH3:25][O:26][C:27]1[CH:28]=[C:29]([CH:33]=[CH:34][C:35]=1[CH2:36][N:37]1[CH2:42][CH2:41][N:40]([CH3:43])[CH2:39][CH2:38]1)[C:30](Cl)=[O:31]>>[CH3:25][O:26][C:27]1[CH:28]=[C:29]([CH:33]=[CH:34][C:35]=1[CH2:36][N:37]1[CH2:42][CH2:41][N:40]([CH3:43])[CH2:39][CH2:38]1)[C:30]([NH:18][C:17]1[CH:19]=[CH:20][C:21]([CH3:22])=[C:15]([NH:14][C:10]2[N:9]=[C:8]([C:4]3[CH:5]=[N:6][CH:7]=[C:2]([Br:1])[CH:3]=3)[CH:13]=[CH:12][N:11]=2)[CH:16]=1)=[O:31]

Participants

3

Reactant 2

HCID 230735143-Methoxy-4-(4-methylpiperazin-1-ylmethyl)benzoyl chloride dihydrochlorideHCID 231459663-[4-(5-Bromopyridin-3-yl)pyrimidin-2-ylamino]-4-methylaniline

Product 1

HCID 117867633-methoxy-4-(4-methylpiperazin-1-ylmethyl)-N-{3-[4-(5-bromopyridin-3-yl)pyrimidin-2-ylamino]-4-methylphenyl}benzamide

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 3-methoxy-4-(4-methylpiperazin-1-ylmethyl)benzoyl chloride dihydrochloride (Reference Example 3) were used, and that the reaction was conducted at room temperature for 17 hours and the crude product was purified by silica gel column chromatography.

Workup

  1. customthe crude product was purified by silica gel column chromatography

Sources & evidence

ORD record
ord-a8e5e39d221845f1ad885ba89723a451
Source dataset
uspto-grants-2010_06
Patent number
US07728131B2

Reaction notes

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