Potassium Carbonate → HCID 58955132, compound

HRID 1992521Notes

Reaction equation

HRID 1992521 reaction equation
[CH3:1][O:2][C:3]1[N:4]=[C:5]2[C:10](=[CH:11][CH:12]=1)[N:9]=[CH:8][CH:7]=[C:6]2[N:13]1[CH2:17][CH2:16][CH:15]([N:18]([CH2:26][CH2:27][NH:28]C(=O)C(F)(F)F)[C:19](=[O:25])[O:20][C:21]([CH3:24])([CH3:23])[CH3:22])[CH2:14]1.C([O-])([O-])=O.[K+].[K+]>CO.O>[NH2:28][CH2:27][CH2:26][N:18]([CH:15]1[CH2:16][CH2:17][N:13]([C:6]2[C:5]3[C:10](=[CH:11][CH:12]=[C:3]([O:2][CH3:1])[N:4]=3)[N:9]=[CH:8][CH:7]=2)[CH2:14]1)[C:19](=[O:25])[O:20][C:21]([CH3:22])([CH3:23])[CH3:24]

Participants

4

Reactant 2

HCID 11430Potassium CarbonateHCID 58955134HCID 58955134, compound

Product 1

HCID 58955132HCID 58955132, compoundYield 88%

Reagents, catalysts & solvents 1

HCID 22242641Methanol--water (1/1)Solvent

Procedure

To a solution of 1,1-dimethylethyl {1-[6-(methyloxy)-1,5-naphthyridin-4-yl]-3-pyrrolidinyl}{2-[(trifluoroacetyl)amino]ethyl}carbamate (1.8 g, 3.65 mmol) in MeOH/H2O (75 mL, 2:1) was added K2CO3 (2.52 g, 18.25 mmol). After 12 h at 25° C., the reaction was concentrated under reduced pressure and purified via column chromatography [silica, 5% MeOH in DCM (2% NH4OH)] affording the title compound (1.24 g, 88%) as an off-white solid: LC/MS (ES) m/e 388 (M+H)+.

Workup

  1. concentrationthe reaction was concentrated under reduced pressure
  2. custompurified via column chromatography [silica, 5% MeOH in DCM (2% NH4OH)]

Sources & evidence

ORD record
ord-1843e74de1c04795937e01a8014e5a0b
Source dataset
uspto-grants-2010_01
Patent number
US07648984B2

Reaction notes

Loading…