Methanesulfonic Acid → HCID 22485460, compound

HRID 2181323Notes

Reaction equation

HRID 2181323 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([C:13]2[CH:18]=[CH:17][C:16]([N:19]3[CH2:25][CH2:24][CH2:23][N:22]([C:26]4[CH:27]=[CH:28][C:29]([C:32]5[CH:37]=[C:36]([O:38][CH3:39])[C:35]([O:40][CH3:41])=[C:34]([O:42][CH3:43])[CH:33]=5)=[N:30][CH:31]=4)[CH2:21][CH2:20]3)=[CH:15][N:14]=2)[CH:6]=[C:7]([O:11][CH3:12])[C:8]=1[O:9][CH3:10].[CH3:44][S:45]([OH:48])(=[O:47])=[O:46]>CO.C(Cl)Cl>[CH3:44][S:45]([OH:48])(=[O:47])=[O:46].[CH3:44][S:45]([OH:48])(=[O:47])=[O:46].[CH3:39][O:38][C:36]1[CH:37]=[C:32]([C:29]2[CH:28]=[CH:27][C:26]([N:22]3[CH2:23][CH2:24][CH2:25][N:19]([C:16]4[CH:17]=[CH:18][C:13]([C:5]5[CH:6]=[C:7]([O:11][CH3:12])[C:8]([O:9][CH3:10])=[C:3]([O:2][CH3:1])[CH:4]=5)=[N:14][CH:15]=4)[CH2:20][CH2:21]3)=[CH:31][N:30]=2)[CH:33]=[C:34]([O:42][CH3:43])[C:35]=1[O:40][CH3:41]

Participants

4

Reactant 2

HCID 6395Methanesulfonic AcidHCID 22485461HCID 22485461, compound

Product 1

HCID 22485460HCID 22485460, compoundYield 79.6%

Reagents, catalysts & solvents 1

HCID 21226129Dichloromethane methanolSolvent

Procedure

To a solution of 1,4-bis[2-(3,4,5-trimethoxyphenyl)-5-pyridyl]hexahydro-1,4-diazepine (88.0 mg, 0.150 mmol) in methanol-methylene chloride (1:1, 4.0 mL) was added a 1.0 M aqueous methanesulfonic acid solution (0.30 mL, 0.30 mmol), and the reaction mixture was concentrated under reduced pressure. Ethanol (5.0 mL) was added to the residue, and the mixture was concentrated under reduced pressure. The residue was recrystallized from methanol-methylene chloride-diethyl ether to yield the title compound as yellow prisms (melting point: 246.0-248.0° C.)(93.0 mg, yield: 79%).

Workup

  1. concentrationthe reaction mixture was concentrated under reduced pressure
  2. additionEthanol (5.0 mL) was added to the residue
  3. concentrationthe mixture was concentrated under reduced pressure
  4. customThe residue was recrystallized from methanol-methylene chloride-diethyl ether

Sources & evidence

ORD record
ord-6c80fcd10cc441fd8914da67618a58bf
Source dataset
uspto-grants-2005_05
Patent number
US06890940B2

Reaction notes

Loading…