HCID 22261461, compound → HCID 22261527, compound

HRID 1610707Notes

Reaction equation

HRID 1610707 reaction equation
[F:1][CH:2]([C:7]1[CH:8]=[C:9]([CH:29]=[CH:30][CH:31]=1)[CH2:10][CH:11]([NH:21]C(=O)OC(C)(C)C)[CH:12]([C:14]1[CH:19]=[CH:18][C:17]([F:20])=[CH:16][CH:15]=1)[OH:13])[C:3]([F:6])([CH3:5])[CH3:4]>FC(F)(F)C(O)=O>[NH2:21][CH:11]([CH2:10][C:9]1[CH:29]=[CH:30][CH:31]=[C:7]([CH:2]([F:1])[C:3]([F:6])([CH3:5])[CH3:4])[CH:8]=1)[CH:12]([C:14]1[CH:19]=[CH:18][C:17]([F:20])=[CH:16][CH:15]=1)[OH:13]

Participants

3

Reactant 1

HCID 22261461HCID 22261461, compound

Product 1

HCID 22261527HCID 22261527, compound

Reagents, catalysts & solvents 1

HCID 6422Trifluoroacetic acidSolvent

Procedure

A mixture of tert-butyl N-[(1RS,2SR)-1-[3-(1,2-difluoro-2-methylpropyl)benzyl]-2-(4-fluorophenyl)-2-hydroxyethyl]carbamate (2.139 g, 4.889 mmol) and trifluoroacetic acid (10 ml) was stirred at room temperature for 1 hr. The reaction solution was evaporated under reduced pressure, diluted with water, alkalified with potassium carbonate, and extracted twice with ethyl acetate. The recovered organic layer was dried over anhydrous sodium sulfate and passed through APS-silica gel. The solvent was evaporated under reduced pressure to give the objective substance.

Workup

  1. customThe reaction solution was evaporated under reduced pressure
  2. additiondiluted with water
  3. extractionextracted twice with ethyl acetate
  4. dry with materialThe recovered organic layer was dried over anhydrous sodium sulfate
  5. customThe solvent was evaporated under reduced pressure
  6. customto give the objective substance

Sources & evidence

ORD record
ord-40793fe3d2704a169532a0c02f594542
Source dataset
uspto-grants-2006_01
Patent number
US06982348B2

Reaction notes

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