Potassium Carbonate → HCID 9930712, compound

HRID 1829703Notes

Reaction equation

HRID 1829703 reaction equation
C([O-])([O-])=O.[K+].[K+].[CH2:7]([O:9][C:10](=[O:35])[CH2:11][C:12]1[CH:17]=[CH:16][CH:15]=[C:14]([NH:18][C:19]([C:21]2[C:22]([C:27]3[C:32](F)=[CH:31][CH:30]=[CH:29][C:28]=3[Cl:34])=[N:23][O:24][C:25]=2[CH3:26])=[O:20])[N:13]=1)[CH3:8]>CN(C=O)C.CCOC(C)=O>[CH2:7]([O:9][C:10](=[O:35])[CH2:11][C:12]1[CH:17]=[CH:16][CH:15]=[C:14]([N:18]2[C:32]3[CH:31]=[CH:30][CH:29]=[C:28]([Cl:34])[C:27]=3[C:22]3=[N:23][O:24][C:25]([CH3:26])=[C:21]3[C:19]2=[O:20])[N:13]=1)[CH3:8]

Participants

5

Reactant 2

HCID 11430Potassium CarbonateHCID 69632684(6-{[3-(2-Chloro-6-fluorophenyl)-5-methyl-isoxazole-4-carbonyl]-amino}-pyridin-2-yl)-acetic acid ethyl ester

Product 1

HCID 9930712HCID 9930712, compoundYield 79%

Reagents, catalysts & solvents 2

HCID 6228DimethylformamideSolventHCID 8857Ethyl AcetateSolvent

Procedure

Add powdered K2CO3 (0.661 g, 4.8 mmol) to a solution of (6-{[3-(2-Chloro-6-fluorophenyl)-5-methyl-isoxazole-4-carbonyl]-amino}-pyridin-2-yl)-acetic acid ethyl ester (0.5 g, 1.2 mmol) in DMF (20 ml) under N2 and stirred overnight. Dilute with EtOAc, wash (H2O then brine), dry (MgSO4), filter, and concentrate. Column chromatography (silica gel, hexanes/EtOAc gradient) gives the title compound (0.376 g, 79%). Mass Spectrum (FIA) (m/z) 398.1 [M+1]

Workup

  1. washwash (H2O
  2. dry with materialbrine), dry (MgSO4)
  3. filtrationfilter
  4. concentrationconcentrate

Sources & evidence

ORD record
ord-848466fe4f634f5e9858bb93a359995c
Source dataset
uspto-grants-2006_06
Patent number
US07064131B2

Reaction notes

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