Methanol → HCID 178484879, compound

HRID 745467Notes

Reaction equation

HRID 745467 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-e04dde2ed8424923bc0a198ec5ffafa5
Source dataset
uspto-grants-1986_07
Patent number
US04599198

Reaction notes

Loading…