HCID 15895124, compound → HCID 178435737, compound

HRID 1870818Notes

Reaction equation

HRID 1870818 reaction equation
C(OC([NH:8][C:9]([NH:32]C(OC(C)(C)C)=O)=[N:10][CH2:11][C:12]1[CH:16]=[C:15]([CH:17]([C:19]2[CH:24]=[CH:23][C:22]([C:25]3[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=3)=[C:21]([F:31])[CH:20]=2)[CH3:18])[O:14][N:13]=1)=O)(C)(C)C>FC(F)(F)C(O)=O>[F:31][C:21]1[CH:20]=[C:19]([CH:17]([C:15]2[O:14][N:13]=[C:12]([CH2:11][NH:10][C:9]([NH2:32])=[NH:8])[CH:16]=2)[CH3:18])[CH:24]=[CH:23][C:22]=1[C:25]1[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=1

Participants

3

Reactant 1

HCID 15895124HCID 15895124, compound

Product 1

HCID 178435737HCID 178435737, compoundYield 72.1%

Reagents, catalysts & solvents 1

HCID 6422Trifluoroacetic acidSolvent

Procedure

The compound (1.24 g) obtained in Example 10 was dissolved in trifluoroacetic acid (10 ml), and the solution was stirred at room temperature for 2 hours and then the solvent was distilled off under reduced pressure. The residue was dissolved in ethyl acetate and the resulting solution was neutralized with a 1N aqueous sodium hydroxide solution, after which the organic layer was separated, washed with water, dried and then concentrated under reduced pressure. The residue was purified by a silica gel column chromatography to obtain the desired compound (562 mg).

Workup

  1. distillationthe solvent was distilled off under reduced pressure
  2. dissolutionThe residue was dissolved in ethyl acetate
  3. customafter which the organic layer was separated
  4. washwashed with water
  5. customdried
  6. concentrationconcentrated under reduced pressure
  7. customThe residue was purified by a silica gel column chromatography

Sources & evidence

ORD record
ord-1caee5a9f8c64c7aaf06be6b0b586e6f
Source dataset
uspto-grants-2000_08
Patent number
US06100260

Reaction notes

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