Methanol → HCID 20634931, compound

HRID 49293Notes

Reaction equation

HRID 49293 reaction equation
[CH3:1][O:2][C:3]1[C:8]([O:9][CH3:10])=[CH:7][CH:6]=[CH:5][C:4]=1[C:11]1[CH:12]=[CH:13][C:14]([N:17]2[CH2:23][CH2:22][CH2:21][N:20]([C:24]3[CH:29]=[CH:28][C:27]([C:30]4[CH:35]=[CH:34][CH:33]=[C:32]([O:36][CH3:37])[C:31]=4[O:38][CH3:39])=[CH:26][N:25]=3)[CH2:19][CH2:18]2)=[N:15][CH:16]=1.[CH3:40][S:41]([OH:44])(=[O:43])=[O:42].CO>C(Cl)(Cl)Cl>[CH3:40][S:41]([OH:44])(=[O:43])=[O:42].[CH3:40][S:41]([OH:44])(=[O:43])=[O:42].[CH3:39][O:38][C:31]1[C:32]([O:36][CH3:37])=[CH:33][CH:34]=[CH:35][C:30]=1[C:27]1[CH:28]=[CH:29][C:24]([N:20]2[CH2:21][CH2:22][CH2:23][N:17]([C:14]3[CH:13]=[CH:12][C:11]([C:4]4[CH:5]=[CH:6][CH:7]=[C:8]([O:9][CH3:10])[C:3]=4[O:2][CH3:1])=[CH:16][N:15]=3)[CH2:18][CH2:19]2)=[N:25][CH:26]=1

Participants

5

Reactant 3

HCID 887MethanolHCID 6395Methanesulfonic AcidHCID 129916031,4-Bis[5-(2,3-dimethoxyphenyl)-2-pyridyl]hexahydro-1,4-diazepine

Product 1

HCID 20634931HCID 20634931, compoundYield 86%

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

To a solution of 1,4-bis[5-(2,3-dimethoxyphenyl)-2-pyridyl]hexahydro-1,4-diazepine (28.0 mg, 0.053 mmol) in chloroform (3.0 mL) was added a 1.0 M solution of methane-sulfonic acid in methanol (0.11 mL, 0.11 mmol), and the reaction mixture was concentrated under reduced pressure. The residue was recrystallized from methylene chloride-methanol-diethyl ether to yield the title compound as a pale brown crystalline powder (melting point: 199.5-202.0° C.) (32.3 mg, yield: 86%).

Workup

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

Sources & evidence

ORD record
ord-af22f5c385b04d318248d10ff94e4da9
Source dataset
uspto-grants-2004_03
Patent number
US06706703B2

Reaction notes

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