Ammonia → HCID 53753679, compound

HRID 376404Notes

Reaction equation

HRID 376404 reaction equation
N.[CH:2]1[C:10]2[C:9]3[CH:11]=[CH:12][CH:13]=[CH:14][C:8]=3[O:7][C:6]=2[CH:5]=[CH:4][C:3]=1[C:15](=[O:28])[CH2:16][C@H:17]([NH:21]C(=O)C(F)(F)F)[C:18]([OH:20])=[O:19]>CO>[NH2:21][C@@H:17]([CH2:16][C:15]([C:3]1[CH:4]=[CH:5][C:6]2[O:7][C:8]3[CH:14]=[CH:13][CH:12]=[CH:11][C:9]=3[C:10]=2[CH:2]=1)=[O:28])[C:18]([OH:20])=[O:19]

Participants

4

Reactant 2

HCID 222AmmoniaHCID 54131944(S)-4-dibenzofuran-2-yl-4-oxo-2-(2,2,2-trifluoroacetylamino)-butyric acid

Product 1

HCID 53753679HCID 53753679, compoundYield 100.5%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

Methanol (40 mL) was saturated with gaseous ammonia at room temperature. To this solution was added (S)-4-dibenzofuran-2-yl-4-oxo-2-(2,2,2-trifluoroacetylamino)-butyric acid (0.5 g, 0.0013 mol) obtained above in Example 1. The reaction mixture was stirred at room temperature for 24 hours and then concentrated to dryness in vacuo. The residue was recrystallized from boiling methanol to yield the title product as a white solid (0.37 g, quant); mp 182-187° C.

Workup

  1. customobtained above in Example 1
  2. concentrationconcentrated to dryness in vacuo
  3. customThe residue was recrystallized

Sources & evidence

ORD record
ord-0c3a4a0b4ac04365a65f28eeecadabf7
Source dataset
uspto-grants-2000_02
Patent number
US06020366

Reaction notes

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