Methanol → HCID 59239832, compound

HRID 1668390Notes

Reaction equation

HRID 1668390 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[S:16][C:15]3[C:14](=[O:17])[N:13]([CH2:18][C:19]([C:21]4[CH:35]=[CH:34][C:24]([CH2:25][N:26](C)[C:27](=O)C(F)(F)F)=[CH:23][CH:22]=4)=[O:20])[CH:12]=[N:11][C:10]=3[CH:9]=2)=[CH:4][CH:3]=1.C(=O)([O-])[O-].[K+].[K+].CO.O1CCCC1>O>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[S:16][C:15]3[C:14](=[O:17])[N:13]([CH2:18][C:19]([C:21]4[CH:22]=[CH:23][C:24]([CH2:25][NH:26][CH3:27])=[CH:34][CH:35]=4)=[O:20])[CH:12]=[N:11][C:10]=3[CH:9]=2)=[CH:4][CH:3]=1

Participants

6

Reactant 4

HCID 887MethanolHCID 8028TetrahydrofuranHCID 11430Potassium CarbonateHCID 59239827HCID 59239827, compound

Product 1

HCID 59239832HCID 59239832, compoundYield 19.8%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent2×

Conditions

Temperature
60 °C

Procedure

A mixture of the compound (0.49 g) obtained in Example 12, potassium carbonate (0.39 g), water (4 ml), methanol (8 ml) and tetrahydrofuran (8 ml) was stirred at 60° C. for 3 hr. The reaction mixture was diluted with water and extracted with ethyl acetate. The organic layer was washed with saturated brine, dried over magnesium sulfate, and concentrated under reduced pressure. The residue was crystallized from ethyl acetate to give the title compound (79 mg) as a colorless powder.

Workup

  1. extractionextracted with ethyl acetate
  2. washThe organic layer was washed with saturated brine
  3. dry with materialdried over magnesium sulfate
  4. concentrationconcentrated under reduced pressure
  5. customThe residue was crystallized from ethyl acetate

Sources & evidence

ORD record
ord-f4ee6e0ba57744d1a8adc7fc405f839e
Source dataset
uspto-grants-2011_08
Patent number
US07989445B2

Reaction notes

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