Methanol → HCID 178484879, compound

HRID 979656Notes

Reaction equation

HRID 979656 reaction equation
[CH3:1][NH:2][C@H:3]([C:10]([OH:12])=[O:11])[CH2:4][C:5]1[N:9]=[CH:8][NH:7][CH:6]=1.[CH3:13]O>>[CH3:13][O:11][C:10](=[O:12])[C@H:3]([CH2:4][C:5]1[N:9]=[CH:8][NH:7][CH:6]=1)[NH:2][CH3:1]

Participants

3

Reactant 2

HCID 887MethanolHCID 178484878HCID 178484878, compound

Product 1

HCID 178484879HCID 178484879, compound

Procedure

One gram of N-methyl-L-histidine was dissolved in methanol and HCl was bubbled in at 0° C. for a few minutes. The mixture was heated at reflux 1.5 hours (more hydrochloric acid was introduced on several occasions) and the cooled solution was concentrated at reduced pressure. HPLC indicated about 7% of unreacted starting material remaining. The product was not additionally purified.

Workup

  1. customHCl was bubbled in at 0° C. for a few minutes
  2. temperatureThe mixture was heated
  3. temperatureat reflux 1.5 hours
  4. addition(more hydrochloric acid was introduced on several occasions)
  5. concentrationthe cooled solution was concentrated at reduced pressure
  6. customThe product was not additionally purified

Sources & evidence

ORD record
ord-2d8ffad4c3fa44098f32e8421ff991b5
Source dataset
uspto-grants-1987_05
Patent number
US04668769

Reaction notes

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