HCID 58715017, compound → HCID 21938687, compound

HRID 268612Notes

Reaction equation

HRID 268612 reaction equation
C(OC(=O)[NH:7][C@H:8]([C:12](=[O:26])[N:13]([CH2:19][C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1)[CH2:14][CH2:15][N:16]([CH3:18])[CH3:17])[CH:9]([CH3:11])[CH3:10])(C)(C)C>FC(F)(F)C(O)=O.ClCCl>[NH2:7][CH:8]([CH:9]([CH3:11])[CH3:10])[C:12]([N:13]([CH2:19][C:20]1[CH:21]=[CH:22][CH:23]=[CH:24][CH:25]=1)[CH2:14][CH2:15][N:16]([CH3:18])[CH3:17])=[O:26]

Participants

3

Reactant 1

HCID 58715017HCID 58715017, compound

Product 1

HCID 21938687HCID 21938687, compoundYield 98.8%

Reagents, catalysts & solvents 1

HCID 21863450Trifluoroacetic acid methylene chlorideSolvent

Procedure

A solution of 12 (1.15 g, 2.92 mmole) in 40% trifluoroacetic acid/dichloromethane (15 mL) was stirred at room temperature for 4 h. The solvent was removed by rotary evaporation, and the resulting organic residue was carefully partitioned between dichloromethane and a saturated solution of sodium bicarbonate (30 mL each). The organic extract was dried over anhydrous sodium sufate, filtered, and concentrated to give 13 (0.80 g, 95%) as a light brown oil. This amine was used in the next step without further purification.

Workup

  1. customThe solvent was removed by rotary evaporation
  2. customthe resulting organic residue was carefully partitioned between dichloromethane
  3. extractionThe organic extract
  4. dry with materialwas dried over anhydrous sodium sufate
  5. filtrationfiltered
  6. concentrationconcentrated

Sources & evidence

ORD record
ord-baa37618f4ef4a5784bffa114cd63ccc
Source dataset
uspto-grants-2008_11
Patent number
US07446115B2

Reaction notes

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