Potassium Carbonate → HCID 68546434, compound

HRID 1446098Notes

Reaction equation

HRID 1446098 reaction equation
[CH2:1]([C:4]1([C:15]2[CH:20]=[CH:19][C:18]([N:21]3[CH2:25][CH:24]([CH2:26][O:27]C(=O)CCC)[O:23][C:22]3=[O:33])=[CH:17][CH:16]=2)[O:8][C:7]2=[N:9][C:10]([N+:12]([O-:14])=[O:13])=[CH:11][N:6]2[CH2:5]1)[CH:2]=[CH2:3].C([O-])([O-])=O.[K+].[K+]>CO.C(Cl)Cl>[CH2:1]([C:4]1([C:15]2[CH:16]=[CH:17][C:18]([N:21]3[CH2:25][CH:24]([CH2:26][OH:27])[O:23][C:22]3=[O:33])=[CH:19][CH:20]=2)[O:8][C:7]2=[N:9][C:10]([N+:12]([O-:14])=[O:13])=[CH:11][N:6]2[CH2:5]1)[CH:2]=[CH2:3]

Participants

4

Reactant 2

HCID 11430Potassium CarbonateHCID 68545207HCID 68545207, compound

Product 1

HCID 68546434HCID 68546434, compoundYield 8.1%

Reagents, catalysts & solvents 1

HCID 21226129Dichloromethane methanolSolvent

Procedure

To a solution of Butyric acid 3-[4-(2-allyl-6-nitro-2,3-dihydro-imidazo[2,1-b]oxazol-2-yl)-phenyl]-2-oxo-oxazolidin-5-ylmethyl ester (32 mg, 0.07 mmol) in MeOH/CH2Cl2 (3:1, 2.7 mL total) was added K2CO3 (15 mg, 0.105 mmol) and stirred for 1 h 30 min at rt, quenched with 10% aq. AcOH, diluted with water and EtOAc, concentrated and extracted with EtOAc. The concentrate was applied on prep-TLC to provide 2.2 mg of product.

Workup

  1. customquenched with 10% aq. AcOH
  2. additiondiluted with water and EtOAc
  3. concentrationconcentrated
  4. extractionextracted with EtOAc

Sources & evidence

ORD record
ord-3f89ac37638c4577a607105d99683b46
Source dataset
uspto-grants-2010_02
Patent number
US07666864B2

Reaction notes

Loading…