Trifluoroacetic acid → HCID 86709467, compound

HRID 1848458Notes

Reaction equation

HRID 1848458 reaction equation
[CH:1]([C:4]1[C:8](=[O:9])[O:7][CH2:6][C:5]=1[N:10]1[CH2:14][CH2:13][C:12]2([CH2:19][CH2:18][N:17](C(OC(C)(C)C)=O)[CH2:16][CH2:15]2)[C:11]1=[O:27])([CH3:3])[CH3:2].FC(F)(F)C(O)=O>C(Cl)Cl>[CH:1]([C:4]1[C:8](=[O:9])[O:7][CH2:6][C:5]=1[N:10]1[CH2:14][CH2:13][C:12]2([CH2:19][CH2:18][NH:17][CH2:16][CH2:15]2)[C:11]1=[O:27])([CH3:3])[CH3:2]

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 86709466HCID 86709466, compound

Product 1

HCID 86709467HCID 86709467, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of tert-butyl 2-(4-isopropyl-5-oxo-2,5-dihydrofuran-3-yl)-1-oxo-2,8-diazaspiro[4.5]decane-8-carboxylate (195 mg, 0.515 mmol) in methylene chloride was added trifluoroacetic acid at rt and the resulting solution was stirred at rt for 1 h. After removing the volatiles the residue was dissolved in methylene chloride and treated with hydrogen chloride (2 mL, 4 N in dioxane) and concentrated again to give 2-(4-isopropyl-5-oxo-2,5-dihydrofuran-3-yl)-2,8-diazaspiro[4.5]decan-1-one as hydrogen chloride salt. LC/MS: (M+1)+: 279.16.

Workup

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

Sources & evidence

ORD record
ord-f1d04ce7d4f14ca7957af8816d142a6a
Source dataset
uspto-grants-2015_02
Patent number
US08952166B2

Reaction notes

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