Sodium Hydroxide → HCID 22351039, compound

HRID 896624Notes

Reaction equation

HRID 896624 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][C:5]([N:8]=[C:9]2[N:13]([CH2:14][CH2:15][CH2:16][NH:17][C:18](=O)[O:19]C3C=CC([N+]([O-])=O)=CC=3)[C:12]([C:30]3[CH:35]=[CH:34][C:33]([N:36]4[CH2:41][CH2:40][O:39][CH2:38][CH2:37]4)=[CH:32][CH:31]=3)=[CH:11][S:10]2)=[CH:4][CH:3]=1.[CH3:42][N:43]([CH3:47])[CH2:44][CH2:45][NH2:46].[OH-].[Na+]>ClCCl>[CH3:42][N:43]([CH3:47])[CH2:44][CH2:45][NH:46][C:18]([NH:17][CH2:16][CH2:15][CH2:14][N:13]1[C:12]([C:30]2[CH:35]=[CH:34][C:33]([N:36]3[CH2:41][CH2:40][O:39][CH2:38][CH2:37]3)=[CH:32][CH:31]=2)=[CH:11][S:10][C:9]1=[N:8][C:5]1[CH:4]=[CH:3][C:2]([F:1])=[CH:7][CH:6]=1)=[O:19]

Participants

5

Reactant 3

HCID 14798Sodium HydroxideHCID 66053N,N-DimethylethylenediamineHCID 23131535HCID 23131535, compound

Product 1

HCID 22351039HCID 22351039, compoundYield 85.3%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

The compound (108 mg) obtained in Example 348 was dissolved in dichloromethane (3 ml), and thereto was added N,N-dimethylethylenediamine (33 mg) at room temperature under nitrogen atmosphere, and the mixture was stirred for one hour. To the reaction mixture was added 1% aqueous sodium hydroxide solution, and the mixture was extracted with chloroform. The organic layer was washed with a saturated brine, dried over sodium sulfate, and the solvent was evaporated under reduced pressure to give the title compound (84 mg) as pale yellow solid.

Workup

  1. extractionthe mixture was extracted with chloroform
  2. washThe organic layer was washed with a saturated brine
  3. dry with materialdried over sodium sulfate
  4. customthe solvent was evaporated under reduced pressure

Sources & evidence

ORD record
ord-57c688972ee74fc98cc068864359df61
Source dataset
uspto-grants-2005_07
Patent number
US06919361B2

Reaction notes

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