Hydrochloric Acid → HCID 67054820, compound

HRID 716549Notes

Reaction equation

HRID 716549 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 separated 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. customwere separated 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-f6641411c0514fa9b02fb61d0f76e0ac
Source dataset
uspto-grants-2015_11
Patent number
US09187690B2

Reaction notes

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