Methanol → HCID 20634970, compound

HRID 49309Notes

Reaction equation

HRID 49309 reaction equation
[C:1]([C:4]1[C:9]([O:10][CH3:11])=[CH:8][C:7]([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]([C:39](=[O:41])[CH3:40])=[C:33]([O:42][CH3:43])[CH:32]=5)=[CH:27][N:26]=4)[CH2:20][CH2:19]3)=[N:16][CH:17]=2)=[CH:6][C:5]=1[O:44][CH3:45])(=[O:3])[CH3:2].[CH3:46][S:47]([OH:50])(=[O:49])=[O:48].CO>C(Cl)(Cl)Cl>[CH3:46][S:47]([OH:50])(=[O:49])=[O:48].[CH3:46][S:47]([OH:50])(=[O:49])=[O:48].[C:39]([C:34]1[C:35]([O:37][CH3:38])=[CH:36][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:7]5[CH:6]=[C:5]([O:44][CH3:45])[C:4]([C:1](=[O:3])[CH3:2])=[C:9]([O:10][CH3:11])[CH:8]=5)=[CH:17][N:16]=4)[CH2:19][CH2:20]3)=[N:26][CH:27]=2)=[CH:32][C:33]=1[O:42][CH3:43])(=[O:41])[CH3:40]

Participants

5

Reactant 3

HCID 887MethanolHCID 6395Methanesulfonic AcidHCID 20634969HCID 20634969, compound

Product 1

HCID 20634970HCID 20634970, compoundYield 90%

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

To a solution of 1,4-bis[5-(4-acetyl-3,5-dimethoxyphenyl)-2-pyridyl]hexahydro-1,4-diazepine (80.0 mg, 0.130 mmol) in chloroform (5.0 mL), a 1.0 M solution of methanesulfonic acid in methanol (0.33 mL, 0.33 mmol) was added, and the reaction mixture was concentrated under reduced pressure. The residue was recrystallized from methanol-diethyl ether to yield the title compound as a colorless crystalline powder (melting point: 236.0-238.0° C.) (94.8 mg, yield: 90%).

Workup

  1. concentrationthe reaction mixture was concentrated under reduced pressure
  2. customThe residue was recrystallized from methanol-diethyl ether

Sources & evidence

ORD record
ord-e83af475ab1f4b66877e17eb4b021205
Source dataset
uspto-grants-2004_03
Patent number
US06706703B2

Reaction notes

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