HCID 67279743, compound → HCID 57697452, compound

HRID 1524331Notes

Reaction equation

HRID 1524331 reaction equation
[CH3:1][O:2][C:3]([N:5]1[CH2:10][CH2:9][N:8]([C:11]2[CH:12]=[CH:13][C:14]3[CH2:15][N:16](C(OC(C)(C)C)=O)[CH2:17][CH2:18][O:19][C:20]=3[N:21]=2)[CH2:7][CH2:6]1)=[O:4]>Cl.C(OCC)(=O)C.C(OCC)(=O)C>[O:19]1[C:20]2[N:21]=[C:11]([N:8]3[CH2:9][CH2:10][N:5]([C:3]([O:2][CH3:1])=[O:4])[CH2:6][CH2:7]3)[CH:12]=[CH:13][C:14]=2[CH2:15][NH:16][CH2:17][CH2:18]1

Participants

4

Reactant 1

HCID 67279743HCID 67279743, compound

Product 1

HCID 57697452HCID 57697452, compoundYield 83.1%

Reagents, catalysts & solvents 2

HCID 8857Ethyl AcetateSolventHCID 21866389Hydrogen chloride-ethyl acetateSolvent

Procedure

A solution of the compound (0.21 g) obtained in step 2 in a mixture of 4N hydrogen chloride/ethyl acetate (5 mL) and ethyl acetate (5 mL) was stirred at room temperature for 3 hr. The reaction mixture was concentrated under reduced pressure, water and ethyl acetate were added to the residue, and the mixture was made basic with aqueous sodium hydroxide solution. The organic layer was washed with brine, and concentrated to give the title compound (0.13 g, 83%) as a white powder.

Workup

  1. concentrationThe reaction mixture was concentrated under reduced pressure, water and ethyl acetate
  2. additionwere added to the residue
  3. washThe organic layer was washed with brine
  4. concentrationconcentrated

Sources & evidence

ORD record
ord-f4a0e32ff39049e0bd18238b0fa8aada
Source dataset
uspto-grants-2015_07
Patent number
US09079907B2

Reaction notes

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