1-Methylpiperazine → HCID 22291120, compound

HRID 1369543Notes

Reaction equation

HRID 1369543 reaction equation
[CH3:1][N:2]1[CH2:7][CH2:6][NH:5][CH2:4][CH2:3]1.[CH3:8][O:9][CH2:10][CH2:11][N:12]([C:14]1[CH:15]=[C:16]([CH:38]=[CH:39][CH:40]=1)[C:17]([NH:19][C:20]1[CH:21]=[CH:22][C:23]([CH3:37])=[C:24]([NH:26][C:27](=[O:36])[C:28]2[CH:33]=[CH:32][CH:31]=[C:30]([CH2:34]Cl)[CH:29]=2)[CH:25]=1)=[O:18])[CH3:13]>>[CH3:8][O:9][CH2:10][CH2:11][N:12]([C:14]1[CH:15]=[C:16]([CH:38]=[CH:39][CH:40]=1)[C:17]([NH:19][C:20]1[CH:21]=[CH:22][C:23]([CH3:37])=[C:24]([NH:26][C:27](=[O:36])[C:28]2[CH:33]=[CH:32][CH:31]=[C:30]([CH2:34][N:5]3[CH2:6][CH2:7][N:2]([CH3:1])[CH2:3][CH2:4]3)[CH:29]=2)[CH:25]=1)=[O:18])[CH3:13]

Participants

3

Reactant 2

HCID 531671-MethylpiperazineHCID 22291075HCID 22291075, compound

Product 1

HCID 22291120HCID 22291120, compound

Conditions

Temperature
80 °C

Procedure

A mixture of N-methylpiperazine (3 ml) and N-(5-{3-[N-(2-methoxyethyl)-N-methylamino]benzamido}-2-methylphenyl)-3-chloromethylbenzamide (0.21 g) was stirred and heated to 80° C. for 3 hours. The mixture was cooled to ambient temperature and partitioned between ethyl acetate and water. The organic phase was evaporated and the residue was triturated under diethyl ether. There was thus obtained the title compound (0.17 g); NMR Spectrum: (DMSOd6) 2.17 (d, 6H), 2.33 (m, 8H), 2.98 (s, 3H), 3.23 (s, 3H), 3.50 (m, 6H), 6.87 (d, 1H), 7.2 (m, 4H), 7.46 (m, 2H), 7.57 (m, 1H), 7.8 (s, 1H), 7.86 (m, 2H), 9.87 (s, 1H), 10.06 (s, 1H); Mass Spectrum: M+H+ 530.

Workup

  1. temperatureThe mixture was cooled to ambient temperature
  2. custompartitioned between ethyl acetate and water
  3. customThe organic phase was evaporated
  4. customthe residue was triturated under diethyl ether

Sources & evidence

ORD record
ord-95bd7a7be1764bca93da2fdf65313dc4
Source dataset
uspto-grants-2003_06
Patent number
US06579872B1

Reaction notes

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