Hydrochloric Acid → HCID 67054820, compound

HRID 241389Notes

Reaction equation

HRID 241389 reaction equation
COC[O:4][CH2:5][C:6]1[N:11]=[C:10]([C:12]2[CH:25]=[CH:24][C:23]3[C:14](=[C:15]4[C:20](=[CH:21][CH:22]=3)[CH:19]=[CH:18][C:17]([C:26]3[CH:31]=[CH:30][CH:29]=[C:28]([CH2:32][O:33]COC)[N:27]=3)=[N:16]4)[N:13]=2)[CH:9]=[CH:8][CH:7]=1.Cl>CO>[OH:4][CH2:5][C:6]1[N:11]=[C:10]([C:12]2[CH:25]=[CH:24][C:23]3[C:14](=[C:15]4[C:20](=[CH:21][CH:22]=3)[CH:19]=[CH:18][C:17]([C:26]3[CH:31]=[CH:30][CH:29]=[C:28]([CH2:32][OH:33])[N:27]=3)=[N:16]4)[N:13]=2)[CH:9]=[CH:8][CH:7]=1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 67054804HCID 67054804, compound

Product 1

HCID 67054820HCID 67054820, compoundYield 81%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Conditions

Temperature
60 °C

Procedure

To compound (20) (1.09 g; 2.26 mmol), 6N-hydrochloric acid (5 mL) and methanol (25 mL) were added, and the resulting reaction mixture was stirred at 60° C. for 4 hours. The reaction mixture was evaporated under reduced pressure, and while there was some solvent left the mixture was made alkaline with a 5% aqueous sodium carbonate. Solids which precipitated out were separaetd by filtration. The resulting solids were dissolved in chloroform/methanol=3/1, insoluble matters were filtered out and the filtrate was evaporated under reduced pressure to give 0.72 g (yield: 81%) of the title compound (21).

Workup

  1. customthe resulting reaction mixture
  2. customThe reaction mixture was evaporated under reduced pressure
  3. waitleft the mixture
  4. customSolids which precipitated out
  5. filtrationwere separaetd by filtration
  6. dissolutionThe resulting solids were dissolved in chloroform/methanol=3/1, insoluble matters
  7. filtrationwere filtered out
  8. customthe filtrate was evaporated under reduced pressure

Sources & evidence

ORD record
ord-e16fe0cde508497faaddb61053576277
Source dataset
uspto-grants-2014_02
Patent number
US08648194B2

Reaction notes

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