Methanesulfonic Acid → HCID 20634953, compound

HRID 460394Notes

Reaction equation

HRID 460394 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([C:12]2[CH:13]=[CH:14][C:15]([N:18]3[CH2:24][CH2:23][CH2:22][N:21]([C:25]4[CH:30]=[CH:29][C:28]([C:31]5[CH:36]=[C:35]([O:37][CH3:38])[C:34]([CH3:39])=[C:33]([O:40][CH3:41])[CH:32]=5)=[CH:27][N:26]=4)[CH2:20][CH2:19]3)=[N:16][CH:17]=2)[CH:6]=[C:7]([O:10][CH3:11])[C:8]=1[CH3:9].[CH3:42][S:43]([OH:46])(=[O:45])=[O:44]>CO>[CH3:42][S:43]([OH:46])(=[O:45])=[O:44].[CH3:42][S:43]([OH:46])(=[O:45])=[O:44].[CH3:41][O:40][C:33]1[CH:32]=[C:31]([C:28]2[CH:29]=[CH:30][C:25]([N:21]3[CH2:22][CH2:23][CH2:24][N:18]([C:15]4[CH:14]=[CH:13][C:12]([C:5]5[CH:4]=[C:3]([O:2][CH3:1])[C:8]([CH3:9])=[C:7]([O:10][CH3:11])[CH:6]=5)=[CH:17][N:16]=4)[CH2:19][CH2:20]3)=[N:26][CH:27]=2)[CH:36]=[C:35]([O:37][CH3:38])[C:34]=1[CH3:39]

Participants

4

Reactant 2

HCID 6395Methanesulfonic AcidHCID 20634952HCID 20634952, compound

Product 1

HCID 20634953HCID 20634953, compoundYield 64%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a solution of 1,4-bis[5-(3,5-dimethoxy-4-methylphenyl)-2-pyridyl]hexahydro-1,4-diazepine (77.0 mg, 0.140 mmol) in methanol (5.0 mL) was added a 1.0 M aqueous methanesulfonic acid (0.28 mL, 0.28 mmol), and the reaction mixture was concentrated under reduced pressure. Ethanol (5.0 mL) was added to the residue, and the resulting mixture was concentrated under reduced pressure. The residue was recrystallized from methanol-chloroform-diethyl ether to yield the title compound as a pale yellow crystalline powder (melting point: 235.0–237.0° C. (67.0 mg, yield: 64%).

Workup

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

Sources & evidence

ORD record
ord-8c437ff00c36475ab0075fee7a3058ab
Source dataset
uspto-grants-2007_03
Patent number
US07196101B2

Reaction notes

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