Methanesulfonic Acid → HCID 20634958, compound

HRID 460380Notes

Reaction equation

HRID 460380 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([C:11]2[CH:12]=[CH:13][C:14]([N:17]3[CH2:23][CH2:22][CH2:21][N:20]([C:24]4[CH:29]=[CH:28][C:27]([C:30]5[CH:35]=[C:34]([O:36][CH3:37])[CH:33]=[C:32]([O:38][CH3:39])[CH:31]=5)=[CH:26][N:25]=4)[CH2:19][CH2:18]3)=[N:15][CH:16]=2)[CH:6]=[C:7]([O:9][CH3:10])[CH:8]=1.[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].[CH3:39][O:38][C:32]1[CH:31]=[C:30]([C:27]2[CH:28]=[CH:29][C:24]([N:20]3[CH2:21][CH2:22][CH2:23][N:17]([C:14]4[CH:13]=[CH:12][C:11]([C:5]5[CH:4]=[C:3]([O:2][CH3:1])[CH:8]=[C:7]([O:9][CH3:10])[CH:6]=5)=[CH:16][N:15]=4)[CH2:18][CH2:19]3)=[N:25][CH:26]=2)[CH:35]=[C:34]([O:36][CH3:37])[CH:33]=1

Participants

4

Reactant 2

HCID 6395Methanesulfonic AcidHCID 20634957HCID 20634957, compound

Product 1

HCID 20634958HCID 20634958, compoundYield 66.3%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a solution of 1,4-bis[5-(3,5-dimethoxyphenyl)-2-pyridyl]hexahydro-1,4-diazepine (89.0 mg, 0.170 mmol) in methanol (5.0 mL) was added a 1.0 M aqueous methanesulfonic acid (0.34 mL, 0.34 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-diethyl ether to yield the title compound as a pale yellow crystalline powder (melting point: 181.0–183.0° C.) (81.0 mg, yield: 66%).

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-diethyl ether

Sources & evidence

ORD record
ord-41af312c325f499685f3284ab597fbb6
Source dataset
uspto-grants-2007_03
Patent number
US07196101B2

Reaction notes

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