HCID 22667769, compound → HCID 9958589, compound

HRID 1007132Notes

Reaction equation

HRID 1007132 reaction equation
[O:1]1[CH2:6][CH2:5][N:4]([C:7]2[CH:12]=[C:11]([C:13](Cl)=[O:14])[CH:10]=[CH:9][N:8]=2)[CH2:3][CH2:2]1.[CH3:16][N:17]1[CH2:22][CH2:21][N:20]([CH2:23][C:24]2[CH:25]=[C:26]([NH:30][C:31](=[O:40])[C:32]3[CH:37]=[C:36]([NH2:38])[CH:35]=[CH:34][C:33]=3[CH3:39])[CH:27]=[CH:28][CH:29]=2)[CH2:19][CH2:18]1>>[CH3:16][N:17]1[CH2:22][CH2:21][N:20]([CH2:23][C:24]2[CH:25]=[C:26]([NH:30][C:31](=[O:40])[C:32]3[CH:37]=[C:36]([NH:38][C:13]([C:11]4[CH:10]=[CH:9][N:8]=[C:7]([N:4]5[CH2:5][CH2:6][O:1][CH2:2][CH2:3]5)[CH:12]=4)=[O:14])[CH:35]=[CH:34][C:33]=3[CH3:39])[CH:27]=[CH:28][CH:29]=2)[CH2:19][CH2:18]1

Participants

3

Reactant 2

HCID 22667769HCID 22667769, compoundHCID 22667771HCID 22667771, compound

Product 1

HCID 9958589HCID 9958589, compoundYield 27%

Procedure

Using an analogous procedure to that described in Example 1, 2-morpholinopyridine-4-carbonyl chloride was reacted with N-[3-(4-methylpiperazin-1-ylmethyl)phenyl]-5-amino-2-methylbenzamide. The residue was purified by column chromatography on an ion exchange column (isolute SCX column from International Sorbent Technology Limited, Hengoed, Mid-Glamorgan, UK) using initially methanol and then a 99:1 mixture of methanol and a saturated aqueous ammonium hydroxide solution as eluent. There was thus obtained the title compound in 27% yield; Mass Spectrum: M+H+ 529.

Workup

  1. customThe residue was purified by column chromatography on an ion exchange column (isolute SCX column from International Sorbent Technology Limited, Hengoed, Mid-Glamorgan, UK)
  2. additiona 99:1 mixture of methanol

Sources & evidence

ORD record
ord-40a7dfa145cd407f94942d3d5ef338df
Source dataset
uspto-grants-2004_09
Patent number
US06794380B2

Reaction notes

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