Trifluoroacetic acid → HCID 86709480, compound

HRID 1848471Notes

Reaction equation

HRID 1848471 reaction equation
[F:1][C:2]1[C:6](=[O:7])[O:5][CH2:4][C:3]=1[N:8]1[CH2:12][CH2:11][C:10]2([CH2:17][CH2:16][N:15](C(OC(C)(C)C)=O)[CH2:14][CH2:13]2)[C:9]1=[O:25].FC(F)(F)C(O)=O>C(Cl)Cl>[F:1][C:2]1[C:6](=[O:7])[O:5][CH2:4][C:3]=1[N:8]1[CH2:12][CH2:11][C:10]2([CH2:13][CH2:14][NH:15][CH2:16][CH2:17]2)[C:9]1=[O:25]

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 86709479HCID 86709479, compound

Product 1

HCID 86709480HCID 86709480, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of tert-butyl 2-(4-fluoro-5-oxo-2,5-dihydrofuran-3-yl)-1-oxo-2,8-diazaspiro[4.5]decane-8-carboxylate (109 mg, 0.308 mmol) in methylene chloride (1 mL) was added trifluoroacetic acid (1.896 mL, 24.61 mmol) and the resulting solution was stirred at rt for 1 h. After removing the volatiles, the residue was dissolved in methanol and loaded onto an ion exchange column. After washing with methanol, the product was eluted with 2N ammonia in methanol solution which was concentrated to give the title compound. LC/MS: (M+1)+: 255.09.

Workup

  1. customAfter removing the volatiles
  2. dissolutionthe residue was dissolved in methanol
  3. washAfter washing with methanol
  4. washthe product was eluted with 2N ammonia in methanol solution which
  5. concentrationwas concentrated

Sources & evidence

ORD record
ord-c0ca5a734a9c4a778f595d2f384fd7ae
Source dataset
uspto-grants-2015_02
Patent number
US08952166B2

Reaction notes

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