Sodium Hydroxide → HCID 10155070, compound

HRID 1581725Notes

Reaction equation

HRID 1581725 reaction equation
[CH3:1][O:2][C:3]([NH:5][C:6]1[CH:20]=[C:19]2[C:9]([NH:10][CH:11]=[C:12]2[CH2:13][CH2:14][NH:15][C:16](=[O:18])[CH3:17])=[CH:8][CH:7]=1)=[O:4].[Br:21]N1C(=O)CCC1=O.[OH-].[Na+]>C(O)(=O)C.CO.C(Cl)(Cl)Cl>[CH3:1][O:2][C:3](=[O:4])[NH:5][C:6]1[CH:20]=[C:19]2[C:9](=[CH:8][CH:7]=1)[NH:10][C:11]([Br:21])=[C:12]2[CH2:13][CH2:14][NH:15][C:16](=[O:18])[CH3:17]

Participants

6

Reactant 3

HCID 14798Sodium HydroxideHCID 67184N-bromobutanimideHCID 42845255-Methoxycarbonylamino-N-acetyltryptamine

Product 1

HCID 10155070HCID 10155070, compound

Reagents, catalysts & solvents 2

HCID 176Acetic AcidSolventHCID 21584188Chloroform methanolSolvent

Procedure

A solution of 5-methoxycarbonylamino-N-acetyltryptamine (0.05 mmol) in acetic acid (0.5 mL) is treated with N-bromosuccinimide (0.05 mmol) 3.5 h at 25° C. The solution is next neutralized with 50% sodium hydroxide solution and extracted with ethyl acetate. The organic extract is evaporated and the purified product obtained following chromatography on silica gel with 2% methanol-chloroform as eluent.

Workup

  1. extractionextracted with ethyl acetate
  2. extractionThe organic extract
  3. customis evaporated
  4. customthe purified product obtained

Sources & evidence

ORD record
ord-8d4a595a209e43b882432c6ad92f9866
Source dataset
uspto-grants-2004_05
Patent number
US06730707B2

Reaction notes

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