Trifluoroacetic acid → 3-Methyl-2-(5-oxo-2,5-dihydrofuran-3-yl)-2,8-diazaspiro[4.5]decan-1-one

HRID 1501768Notes

Reaction equation

HRID 1501768 reaction equation
[CH3:1][CH:2]1[CH2:6][C:5]2([CH2:11][CH2:10][N:9](C(OC(C)(C)C)=O)[CH2:8][CH2:7]2)[C:4](=[O:19])[N:3]1[C:20]1[CH2:21][O:22][C:23](=[O:25])[CH:24]=1.C(O)(C(F)(F)F)=O>ClCCl>[CH3:1][CH:2]1[CH2:6][C:5]2([CH2:7][CH2:8][NH:9][CH2:10][CH2:11]2)[C:4](=[O:19])[N:3]1[C:20]1[CH2:21][O:22][C:23](=[O:25])[CH:24]=1

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 86709457tert-Butyl 3-methyl-1-oxo-2-(5-oxo-2,5-dihydrofuran-3-yl)-2,8-diazaspiro[4.5]decane-8-carboxylate

Product 1

HCID 867094583-Methyl-2-(5-oxo-2,5-dihydrofuran-3-yl)-2,8-diazaspiro[4.5]decan-1-one

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

tert-Butyl 3-methyl-1-oxo-2-(5-oxo-2,5-dihydrofuran-3-yl)-2,8-diazaspiro[4.5]decane-8-carboxylate (90 mg, 0.257 mmol) was dissolved in dichloromethane (2 mL) and treated with TFA (1 mL). After stirring at room temperature for 1.5 hours, the reaction mixture was concentrated to remove excess of the reagent and co-evaporated with dichloromethane three times to give the title compound. LC-MS (IE, m/z): 251 (M+1)+.

Workup

  1. concentrationthe reaction mixture was concentrated
  2. customto remove excess of the reagent and co-evaporated with dichloromethane three times

Sources & evidence

ORD record
ord-31534d6712194c51b45ea281e287448b
Source dataset
uspto-grants-2015_12
Patent number
US09206198B2

Reaction notes

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