Methanol → HCID 20634941, compound

HRID 49311Notes

Reaction equation

HRID 49311 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([C:13]2[CH:14]=[CH:15][C:16]([N:19]3[CH2:24][CH2:23][N:22]([C:25]4[CH:30]=[CH:29][C:28]([C:31]5[CH:36]=[C:35]([O:37][CH3:38])[C:34]([O:39][CH3:40])=[C:33]([O:41][CH3:42])[CH:32]=5)=[CH:27][N:26]=4)[CH2:21][CH2:20]3)=[N:17][CH:18]=2)[CH:6]=[C:7]([O:11][CH3:12])[C:8]=1[O:9][CH3:10].[CH3:43][S:44]([OH:47])(=[O:46])=[O:45].CO>C(Cl)Cl>[CH3:43][S:44]([OH:47])(=[O:46])=[O:45].[CH3:43][S:44]([OH:47])(=[O:46])=[O:45].[CH3:42][O:41][C:33]1[CH:32]=[C:31]([C:28]2[CH:29]=[CH:30][C:25]([N:22]3[CH2:23][CH2:24][N:19]([C:16]4[CH:15]=[CH:14][C:13]([C:5]5[CH:4]=[C:3]([O:2][CH3:1])[C:8]([O:9][CH3:10])=[C:7]([O:11][CH3:12])[CH:6]=5)=[CH:18][N:17]=4)[CH2:20][CH2:21]3)=[N:26][CH:27]=2)[CH:36]=[C:35]([O:37][CH3:38])[C:34]=1[O:39][CH3:40]

Participants

5

Reactant 3

HCID 887MethanolHCID 6395Methanesulfonic AcidHCID 20634940HCID 20634940, compound

Product 1

HCID 20634941HCID 20634941, compoundYield 82%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of 1,4-bis[5-(3,4,5-trimethoxyphenyl)-2-pyridyl]piperazine (147.0 mg, 0.257 mmol) in methylene chloride (5.0 mL) was added a 1.0 M solution of methanesulfonic acid in methanol (0.54 mL, 0.54 mmol), and the reaction mixture was concentrated under reduced pressure. The residue was recrystallized from methylene chloride-diethyl ether to yield the title compound as a pale yellow crystalline powder (melting point: 238.0-239.0° C.) (160.8 mg, yield: 82%).

Workup

  1. concentrationthe reaction mixture was concentrated under reduced pressure
  2. customThe residue was recrystallized from methylene chloride-diethyl ether

Sources & evidence

ORD record
ord-5fd9d6e27ab245e88aa972b276c47969
Source dataset
uspto-grants-2004_03
Patent number
US06706703B2

Reaction notes

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