Trifluoroacetic acid → HCID 86709475, compound

HRID 1848467Notes

Reaction equation

HRID 1848467 reaction equation
[CH3:1][CH:2]1[C:6]([N:7]2[CH2:11][CH2:10][C:9]3([CH2:16][CH2:15][N:14](C(OC(C)(C)C)=O)[CH2:13][CH2:12]3)[C:8]2=[O:24])=[C:5]([CH3:25])[C:4](=[O:26])[O:3]1.FC(F)(F)C(O)=O>C(Cl)Cl>[CH3:1][CH:2]1[C:6]([N:7]2[CH2:11][CH2:10][C:9]3([CH2:16][CH2:15][NH:14][CH2:13][CH2:12]3)[C:8]2=[O:24])=[C:5]([CH3:25])[C:4](=[O:26])[O:3]1

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 86709474HCID 86709474, compound

Product 1

HCID 86709475HCID 86709475, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of tert-butyl 2-(2,4-dimethyl-5-oxo-2,5-dihydrofuran-3-yl)-1-oxo-2,8-diazaspiro[4.5]decane-8-carboxylate (195 mg, 0.535 mmol) in methylene chloride (1 mL) was added trifluoroacetic acid (2.06 mL, 26.8 mmol) and the resulting solution was stirred at rt for 1 h. After removing the volatiles the residue was dissolved in methylene chloride (1 mL) and treated with hydrogen chloride (4 mL, 1N in diethyl ether) and concentrated to give 2-(2,4-dimethyl-5-oxo-2,5-dihydrofuran-3-yl)-2,8-diazaspiro[4.5]decan-1-one. LC/MS: (M+1)+: 265.19.

Workup

  1. customAfter removing the volatiles the residue
  2. dissolutionwas dissolved in methylene chloride (1 mL)
  3. additiontreated with hydrogen chloride (4 mL, 1N in diethyl ether)
  4. concentrationconcentrated

Sources & evidence

ORD record
ord-c1ba2e1b7e1948d9a96cb7822b43fa89
Source dataset
uspto-grants-2015_02
Patent number
US08952166B2

Reaction notes

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