Trifluoroacetic acid → HCID 86709472, compound

HRID 1848463Notes

Reaction equation

HRID 1848463 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])=[CH:5][C:4](=[O:25])[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])=[CH:5][C:4](=[O:25])[O:3]1

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 86709471HCID 86709471, compound

Product 1

HCID 86709472HCID 86709472, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of tert-butyl 2-(2-methyl-5-oxo-2,5-dihydrofuran-3-yl)-1-oxo-2,8-diazaspiro[4.5]decane-8-carboxylate (127 mg, 0.362 mmol) in methylene chloride (1 mL) was added trifluoroacetic acid (1.396 mL, 18.12 mmol), the resulting solution was stirred at rt for 1 h. After concentration, the residue was treated with methylene chloride (1 mL) and hydrogen chloride (1 mL, 4 N in dioxane). The resulting mixture was concentrated to give the title compound as hydrogen chloride salt. LC/MS: (M+1)+: 251.19.

Workup

  1. concentrationAfter concentration
  2. additionthe residue was treated with methylene chloride (1 mL) and hydrogen chloride (1 mL, 4 N in dioxane)
  3. concentrationThe resulting mixture was concentrated

Sources & evidence

ORD record
ord-6c34c556d60c4a9d8d1de51628030f79
Source dataset
uspto-grants-2015_02
Patent number
US08952166B2

Reaction notes

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