HCID 69521857, compound → HCID 18437145, compound

HRID 456611Notes

Reaction equation

HRID 456611 reaction equation
C(OC([N:8]1[CH2:13][CH2:12][CH:11]([CH2:14][O:15][C:16]2[C:25]3[C:20](=[CH:21][CH:22]=[C:23]([O:26][CH3:27])[N:24]=3)[N:19]=[CH:18][CH:17]=2)[CH2:10][CH2:9]1)=O)(C)(C)C>ClCCl.FC(F)(F)C(O)=O>[CH3:27][O:26][C:23]1[CH:22]=[CH:21][C:20]2[C:25](=[C:16]([O:15][CH2:14][CH:11]3[CH2:12][CH2:13][NH:8][CH2:9][CH2:10]3)[CH:17]=[CH:18][N:19]=2)[N:24]=1

Participants

3

Reactant 1

HCID 69521857HCID 69521857, compound

Product 1

HCID 18437145HCID 18437145, compoundYield 100.7%

Reagents, catalysts & solvents 1

HCID 21863450Trifluoroacetic acid methylene chlorideSolvent

Procedure

A solution of carbamate (a) (0.95 g) in dichloromethane/trifluoroacetic acid (20 ml/20 ml) was stirred for 1 hour then evaporated to dryness, azeotroping with toluene and chloroform. The residue was dissolved in water and extracted with ethyl acetate. The aqueous extract was basified with solid potassium carbonate and evaporated. The residue stirred with 10% methanol in chloroform. Filtration and evaporation afforded an oil (0.7 g).

Workup

  1. customthen evaporated to dryness
  2. customazeotroping with toluene and chloroform
  3. dissolutionThe residue was dissolved in water
  4. extractionextracted with ethyl acetate
  5. extractionThe aqueous extract
  6. customevaporated
  7. filtrationFiltration and evaporation

Sources & evidence

ORD record
ord-64e495207de14156ab51d392229f2369
Source dataset
uspto-grants-2007_03
Patent number
US07186730B2

Reaction notes

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