HCID 19065073, compound → HCID 19065072, compound

HRID 361369Notes

Reaction equation

HRID 361369 reaction equation
[CH2:1]([CH:3]([O:7][C:8]1[CH:13]=[CH:12][C:11]([Cl:14])=[CH:10][C:9]=1[CH2:15][NH:16]C(OC(C)(C)C)=O)[C:4]([NH2:6])=[O:5])[CH3:2]>C(Cl)Cl.C(O)(C(F)(F)F)=O>[CH2:1]([CH:3]([O:7][C:8]1[CH:13]=[CH:12][C:11]([Cl:14])=[CH:10][C:9]=1[CH2:15][NH2:16])[C:4]([NH2:6])=[O:5])[CH3:2]

Participants

3

Reactant 1

HCID 19065073HCID 19065073, compound

Product 1

HCID 19065072HCID 19065072, compound

Reagents, catalysts & solvents 1

HCID 21863450Trifluoroacetic acid methylene chlorideSolvent

Procedure

Ethyl-2-t-butoxycarbonylaminomethyl-4-chlorophenoxyacetamide from Step F was dissolved in 2:1 methylene chloride/TFA (3 ml) and after 15 min the solvent was evaporated in vacuo. The residue was dissolved in water and the solution was washed with methylene chloride (twice). The aqueous layer was then basified with saturated sodium carbonate solution and NaCl was added to saturation. The mixture was extracted with ethyl acetate, and the organic layer was dried (Na2SO4) and evaporated in vacuo to give the title compound as a crystalline solid:

Workup

  1. customwas evaporated in vacuo
  2. dissolutionThe residue was dissolved in water
  3. washthe solution was washed with methylene chloride (twice)
  4. additionwas added to saturation
  5. extractionThe mixture was extracted with ethyl acetate
  6. dry with materialthe organic layer was dried (Na2SO4)
  7. customevaporated in vacuo

Sources & evidence

ORD record
ord-c4494ce377d248529e472341c09c5cb1
Source dataset
uspto-grants-1999_02
Patent number
US05866573

Reaction notes

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