Ethanol → N-{4-[4-(Diethylcarbamoyl-phenyl-methyl)-piperazin-1-yl]-3-fluoro-phenyl}-2-pyridin-3-yl-benzamide maleate salt

HRID 2196191Notes

Reaction equation

HRID 2196191 reaction equation
C(O)C.[CH2:4]([N:6]([CH2:44][CH3:45])[C:7]([CH:9]([C:38]1[CH:43]=[CH:42][CH:41]=[CH:40][CH:39]=1)[N:10]1[CH2:15][CH2:14][N:13]([C:16]2[CH:21]=[CH:20][C:19]([NH:22][C:23](=[O:36])[C:24]3[CH:29]=[CH:28][CH:27]=[CH:26][C:25]=3[C:30]3[CH:31]=[N:32][CH:33]=[CH:34][CH:35]=3)=[CH:18][C:17]=2[F:37])[CH2:12][CH2:11]1)=[O:8])[CH3:5].[C:46]([OH:53])(=[O:52])/[CH:47]=[CH:48]\[C:49]([OH:51])=[O:50]>C(Cl)Cl>[C:46]([OH:53])(=[O:52])/[CH:47]=[CH:48]\[C:49]([OH:51])=[O:50].[CH2:44]([N:6]([CH2:4][CH3:5])[C:7]([CH:9]([C:38]1[CH:43]=[CH:42][CH:41]=[CH:40][CH:39]=1)[N:10]1[CH2:11][CH2:12][N:13]([C:16]2[CH:21]=[CH:20][C:19]([NH:22][C:23](=[O:36])[C:24]3[CH:29]=[CH:28][CH:27]=[CH:26][C:25]=3[C:30]3[CH:31]=[N:32][CH:33]=[CH:34][CH:35]=3)=[CH:18][C:17]=2[F:37])[CH2:14][CH2:15]1)=[O:8])[CH3:45]

Participants

5

Reactant 3

HCID 702EthanolHCID 444266Maleic AcidHCID 25134625Jnj-31020028

Product 1

HCID 25152281N-{4-[4-(Diethylcarbamoyl-phenyl-methyl)-piperazin-1-yl]-3-fluoro-phenyl}-2-pyridin-3-yl-benzamide maleate salt

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

In a 100 mL flask charged with absolute ethanol (20 mL) ethanol was added N-{4-[4-(diethylcarbamoyl-phenyl-methyl)-piperazin-1-yl]-3-fluoro-phenyl}-2-pyridin-3-yl-benzamide (273.7 mg, 0.48 mmol). Sonication and addition of CH2Cl2 (4 mL) yielded a homogeneous solution. Maleic acid (62.6 mg) was then added in one portion and the resulting mixture stirred for 3 h. The solvents were removed with the rotary evaporator to yield an off-white foam. The foam was dried under vacuum to yield the title compound as an off-white foam.

Workup

  1. customyielded a homogeneous solution
  2. customThe solvents were removed with the rotary evaporator
  3. customto yield an off-white foam
  4. customThe foam was dried under vacuum

Sources & evidence

ORD record
ord-e592bf75cf8b4e6c9850229b8d656373
Source dataset
uspto-grants-2012_12
Patent number
US08338426B2

Reaction notes

Loading…