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

HRID 1848449Notes

Reaction equation

HRID 1848449 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-24bcb31dc5f7429e805dd1fd7f6bb9e4
Source dataset
uspto-grants-2015_02
Patent number
US08952166B2

Reaction notes

Loading…