HCID 18536432, compound → HCID 18536316, compound

HRID 412609Notes

Reaction equation

HRID 412609 reaction equation
C([O:5][C:6](=[O:28])[CH2:7][NH:8][C:9]1[CH:14]=[CH:13][C:12]([C:15]#[N:16])=[CH:11][C:10]=1[NH:17][C:18](=O)[CH2:19][O:20][C:21]1[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=1)(C)(C)C>C(O)(=O)C>[C:15]([C:12]1[CH:13]=[CH:14][C:9]2[N:8]([CH2:7][C:6]([OH:5])=[O:28])[C:18]([CH2:19][O:20][C:21]3[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=3)=[N:17][C:10]=2[CH:11]=1)#[N:16]

Participants

3

Reactant 1

HCID 18536432HCID 18536432, compound

Product 1

HCID 18536316HCID 18536316, compoundYield 93.9%

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Conditions

Temperature
50 °C

Procedure

A solution of N-(4-cyano-2-phenoxyacetamidophenyl)glycine tert-butyl ester (6.61 g) in acetic acid (250 ml) was stirred at 80° C. for 12 hours. After completion of the reaction, the solvent was evaporated and to the obtained residue was added trifluoroacetic acid (60 ml), and the mixture was stirred at 50° C. for 30 min. After completion of the reaction, the solvent was evaporated. To the obtained residue were added chloroform and acetone and the resultant solid was collected by filtration and dried under reduced pressure to give the title compound (5.0 g).

Workup

  1. customAfter completion of the reaction
  2. customthe solvent was evaporated and to the obtained residue
  3. additionwas added trifluoroacetic acid (60 ml)
  4. customAfter completion of the reaction
  5. customthe solvent was evaporated
  6. additionTo the obtained residue were added chloroform and acetone
  7. filtrationthe resultant solid was collected by filtration
  8. customdried under reduced pressure

Sources & evidence

ORD record
ord-3ea899b3ff0e44a29eef826d62fbdc55
Source dataset
uspto-grants-2003_05
Patent number
US06562828B1

Reaction notes

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