Hydrochloric Acid → HCID 15473122, compound

HRID 1246402Notes

Reaction equation

HRID 1246402 reaction equation
Cl.[F:2][C:3]1[CH:12]=[C:11]2[C:6]([CH2:7][CH2:8][CH2:9][CH:10]2[CH2:13][CH2:14][NH2:15])=[CH:5][CH:4]=1.[C:16](OC(=O)C)(=[O:18])[CH3:17].Cl>N1C=CC=CC=1>[F:2][C:3]1[CH:12]=[C:11]2[C:6]([CH2:7][CH2:8][CH2:9][CH:10]2[CH2:13][CH2:14][NH:15][C:16](=[O:18])[CH3:17])=[CH:5][CH:4]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 7918Acetic AnhydrideHCID 21916781HCID 21916781, compound

Product 1

HCID 15473122HCID 15473122, compound

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

1 eq. of the compound obtained in Step G is dissolved in 4 ml of pyridine and is cooled in an ice bath before adding 3 eq. of acetic anhydride dropwise. The reaction mixture is stirred for 5 hours at ambient temperature and is then poured into 3M HCl solution and extracted with ethyl ether. The organic phase is washed with 10% potassium carbonate solution and then with water, dried over MgSO4 and evaporated under reduced pressure. The oil obtained is precipitated from a mixture of ethyl ether/petroleum ether (1/2) and the precipitate formed is filtered off under suction and recrystallised.

Workup

  1. temperatureis cooled in an ice bath
  2. extractionextracted with ethyl ether
  3. washThe organic phase is washed with 10% potassium carbonate solution
  4. dry with materialwith water, dried over MgSO4
  5. customevaporated under reduced pressure
  6. customThe oil obtained
  7. customis precipitated from a mixture of ethyl ether/petroleum ether (1/2)
  8. customthe precipitate formed
  9. filtrationis filtered off under suction
  10. customrecrystallised

Sources & evidence

ORD record
ord-15001f3986144d0dbbd5c9be905c32a6
Source dataset
uspto-grants-2006_10
Patent number
US07126012B2

Reaction notes

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