Trifluoroacetic acid → HCID 71261487, compound

HRID 1528142Notes

Reaction equation

HRID 1528142 reaction equation
FC(F)(F)C(O)=O.[F:8][C:9]1[CH:14]=[CH:13][CH:12]=[C:11]([F:15])[C:10]=1[C:16]1[S:17][CH:18]=[C:19]([C:21]([NH:23][C:24]2[C:25]([O:30][CH:31]3[CH2:35][CH2:34][N:33](C(OC(C)(C)C)=O)[CH2:32]3)=[N:26][CH:27]=[N:28][CH:29]=2)=[O:22])[N:20]=1>C(Cl)Cl>[F:15][C:11]1[CH:12]=[CH:13][CH:14]=[C:9]([F:8])[C:10]=1[C:16]1[S:17][CH:18]=[C:19]([C:21]([NH:23][C:24]2[C:25]([O:30][CH:31]3[CH2:35][CH2:34][NH:33][CH2:32]3)=[N:26][CH:27]=[N:28][CH:29]=2)=[O:22])[N:20]=1

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 86720864HCID 86720864, compound

Product 1

HCID 71261487HCID 71261487, compoundYield 75.6%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

At room temperature, TFA (trifluoroacetic acid) (0.5 mL) was added to a solution of Compound 1A (20 mg, 0.0394 mmol) in CH2Cl2 (1 mL) and stirred for 10 min. The mixture was the concentrated in vacuo. The residue was dissolved in CH2Cl2 (10 mL) and washed with NaOH (5 mL) and brine (5 mL), dried over Na2SO4 and concentrated in vacuo to obtain the title compound 1 (12 mg, 0.0298 mmol)

Workup

  1. concentrationconcentrated in vacuo
  2. dissolutionThe residue was dissolved in CH2Cl2 (10 mL)
  3. washwashed with NaOH (5 mL) and brine (5 mL)
  4. dry with materialdried over Na2SO4
  5. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-410db1255fd14f438acf32130882c304
Source dataset
uspto-grants-2015_07
Patent number
US09090594B2

Reaction notes

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