Methanesulfonic Acid → HCID 20634986, compound

HRID 49310Notes

Reaction equation

HRID 49310 reaction equation
[CH3:1][O:2][C:3]1[C:8]([CH3:9])=[CH:7][C:6]([C:10]2[CH:11]=[CH:12][C:13]([N:16]3[CH2:22][CH2:21][CH2:20][N:19]([C:23]4[CH:28]=[CH:27][C:26]([C:29]5[CH:34]=[C:33]([CH3:35])[C:32]([O:36][CH3:37])=[C:31]([CH3:38])[CH:30]=5)=[CH:25][N:24]=4)[CH2:18][CH2:17]3)=[N:14][CH:15]=2)=[CH:5][C:4]=1[CH3:39].[CH3:40][S:41]([OH:44])(=[O:43])=[O:42]>CO>[CH3:40][S:41]([OH:44])(=[O:43])=[O:42].[CH3:40][S:41]([OH:44])(=[O:43])=[O:42].[CH3:37][O:36][C:32]1[C:33]([CH3:35])=[CH:34][C:29]([C:26]2[CH:27]=[CH:28][C:23]([N:19]3[CH2:20][CH2:21][CH2:22][N:16]([C:13]4[CH:12]=[CH:11][C:10]([C:6]5[CH:5]=[C:4]([CH3:39])[C:3]([O:2][CH3:1])=[C:8]([CH3:9])[CH:7]=5)=[CH:15][N:14]=4)[CH2:17][CH2:18]3)=[N:24][CH:25]=2)=[CH:30][C:31]=1[CH3:38]

Participants

4

Reactant 2

HCID 6395Methanesulfonic AcidHCID 20634985HCID 20634985, compound

Product 1

HCID 20634986HCID 20634986, compoundYield 91.5%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a solution of 1,4-bis[5-(4-methoxy-3,5-dimethylphenyl)-2-pyridyl]hexahydro-1,4-diazepine (126.0 mg, 0.240 mmol) in methanol (10 mL) was added a 1.0 M aqueous methanesulfonic acid (0.50 mL, 0.50 mmol), and the reaction mixture was concentrated under reduced pressure. Ethanol (10 mL) was added to the residue, and the resulting mixture was concentrated under reduced pressure. The residue was recrystallized from ethanol-diethyl ether-hexane to yield the title compound as a colorless crystalline powder (melting point: 250.0-253.0° C.)(157.0 mg, yield: 91%).

Workup

  1. concentrationthe reaction mixture was concentrated under reduced pressure
  2. additionEthanol (10 mL) was added to the residue
  3. concentrationthe resulting mixture was concentrated under reduced pressure
  4. customThe residue was recrystallized from ethanol-diethyl ether-hexane

Sources & evidence

ORD record
ord-51718025e57e4109ba342588ad8c970c
Source dataset
uspto-grants-2004_03
Patent number
US06706703B2

Reaction notes

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