Methanesulfonic Acid → HCID 20634965, compound

HRID 460386Notes

Reaction equation

HRID 460386 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]6[O:37][CH2:38][O:39][C:34]6=[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]2[O:11][CH2:10][O:9][C:8]=12.[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].[CH3:1][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]6[O:37][CH2:38][O:39][C:34]6=[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]2[O:11][CH2:10][O:9][C:8]=12

Participants

4

Reactant 2

HCID 6395Methanesulfonic AcidHCID 20634966HCID 20634966, compound

Product 1

HCID 20634965HCID 20634965, compoundYield 68%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a solution of 1,4-bis[5-(3-methoxy-4,5-methylenedioxyphenyl)-2-pyridyl]hexahydro-1,4-diazepine (92.0 mg, 0.170 mmol) in methanol (5.0 mL) was added a 1.0 M aqueous methanesulfonic acid (0.33 mL, 0.33 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. Methanol-diethyl ether was added to the residue, and the resulting precipitate was collected to yield the title compound as a pale yellow crystalline powder (melting point: 212.0–215.0° C. (87.0 mg, yield: 68%).

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. additionMethanol-diethyl ether was added to the residue
  5. customthe resulting precipitate was collected

Sources & evidence

ORD record
ord-09309ef209404c9f9b54daddd05b83c0
Source dataset
uspto-grants-2007_03
Patent number
US07196101B2

Reaction notes

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