Trifluoroacetic acid → HCID 58504252, compound

HRID 2407660Notes

Reaction equation

HRID 2407660 reaction equation
FC(F)(F)C(O)=O.[C:8]1([C:14]2[CH:18]=[C:17]([CH2:19][N:20]3[CH2:25][CH2:24][CH:23]([CH2:26][NH:27]C(=O)OC(C)(C)C)[CH2:22][CH2:21]3)[O:16][N:15]=2)[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1>ClCCl>[C:8]1([C:14]2[CH:18]=[C:17]([CH2:19][N:20]3[CH2:21][CH2:22][CH:23]([CH2:26][NH2:27])[CH2:24][CH2:25]3)[O:16][N:15]=2)[CH:9]=[CH:10][CH:11]=[CH:12][CH:13]=1

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 70667981HCID 70667981, compound

Product 1

HCID 58504252HCID 58504252, compoundYield 83%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

Trifluoroacetic acid (2.1 mL) was added to a room temperature solution of the compound prepared in Example 8 (0.99 g) in dichloromethane (10 mL). The reaction was stirred overnight and then concentrated. The crude residue was azeotroped with a solution of hexane and toluene, diluted with ethyl acetate and washed with an aqueous 10% sodium carbonate solution. The organics were dried over anhydrous magnesium sulfate and concentrated to obtain the title compound (0.60 g) having the following physical data.

Workup

  1. concentrationconcentrated
  2. customThe crude residue was azeotroped with a solution of hexane and toluene
  3. additiondiluted with ethyl acetate
  4. washwashed with an aqueous 10% sodium carbonate solution
  5. dry with materialThe organics were dried over anhydrous magnesium sulfate
  6. concentrationconcentrated

Sources & evidence

ORD record
ord-435adea1ad5c43fe9ff4cccc3eb34820
Source dataset
uspto-grants-2014_08
Patent number
US08809538B2

Reaction notes

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