Sodium Hydroxide → HCID 23521665, compound

HRID 392424Notes

Reaction equation

HRID 392424 reaction equation
[C:1]([CH2:5][C:6]1[CH:31]=[CH:30][C:9]([O:10][C:11]2[CH:12]=[C:13]([N:17]([CH2:23][C:24]3[CH:25]=[N:26][CH:27]=[CH:28][CH:29]=3)[S:18]([CH2:21][CH3:22])(=[O:20])=[O:19])[CH:14]=[CH:15][CH:16]=2)=[CH:8][CH:7]=1)([O:3]C)=[O:2].[OH-].[Na+]>C1COCC1>[C:1]([CH2:5][C:6]1[CH:7]=[CH:8][C:9]([O:10][C:11]2[CH:12]=[C:13]([N:17]([CH2:23][C:24]3[CH:25]=[N:26][CH:27]=[CH:28][CH:29]=3)[S:18]([CH2:21][CH3:22])(=[O:20])=[O:19])[CH:14]=[CH:15][CH:16]=2)=[CH:30][CH:31]=1)([OH:3])=[O:2]

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 69881188HCID 69881188, compound

Product 1

HCID 23521665HCID 23521665, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

N-(3-(4-Carbomethoxymethylphenoxy)phenyl)-N-(ethanesulfonyl)pyrid-3-ylmethylamine (1.0 equiv.) was dissolved in THF (3.3 M) and treated with 1N NaOH (3 equiv.). The reaction was stirred overnight then concentrated in vacuo to remove THF. The pH was adjusted to 4 with HCl, which caused the title compound to precipitate. The solid was collected via filtration washing with pH=4 water to give the title compound. Anal Calcd for C22H22N2O5S.0.2H2O: C, 61.44; H, 5.25; N, 6.51. Found: C, 61.39; H, 5.12; N, 6.59. MS found 427.0 [M+H]+

Workup

  1. concentrationthen concentrated in vacuo
  2. customto remove THF
  3. customto precipitate
  4. filtrationThe solid was collected via filtration
  5. washwashing with pH=4 water

Sources & evidence

ORD record
ord-bc3eb831a25b4dd78679e60874da4cd4
Source dataset
uspto-grants-2004_10
Patent number
US06800651B2

Reaction notes

Loading…