Potassium Carbonate → HCID 58392688, compound

HRID 446840Notes

Reaction equation

HRID 446840 reaction equation
[CH:1]([O:3][C:4]([N:6]1[CH2:30][C@:29]2([C:31](=[O:37])[CH2:32][O:33]C(=O)C)[C@@H:8]([CH2:9][C@H:10]3[C@H:23]4[C@@:14]([F:27])([C@:15]5([CH3:26])[C:20]([C@@H:21]([F:24])[CH2:22]4)=[CH:19][C:18](=[O:25])[CH:17]=[CH:16]5)[C@@H:13]([OH:28])[CH2:12][C@@:11]32[CH3:38])[CH2:7]1)=[O:5])=[CH2:2].C([O-])([O-])=O.[K+].[K+]>CO>[CH:1]([O:3][C:4]([N:6]1[CH2:30][C@:29]2([C:31](=[O:37])[CH2:32][OH:33])[C@@H:8]([CH2:9][C@H:10]3[C@H:23]4[C@@:14]([F:27])([C@:15]5([CH3:26])[C:20]([C@@H:21]([F:24])[CH2:22]4)=[CH:19][C:18](=[O:25])[CH:17]=[CH:16]5)[C@@H:13]([OH:28])[CH2:12][C@@:11]32[CH3:38])[CH2:7]1)=[O:5])=[CH2:2]

Participants

4

Reactant 2

HCID 11430Potassium CarbonateHCID 58392732HCID 58392732, compound

Product 1

HCID 58392688HCID 58392688, compoundYield 100%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Conditions

Temperature
0 °C

Procedure

A solution of compound 19 (1.175 g, 2.202 mmol) in MeOH is degassed with nitrogen at 0° C. for 15 minutes, then K2CO3 (0.152 g, 1.101 mmol) is added and the mixture is stirred at 0° C. for 1 hour, then the mixture is partitioned between AcOEt and water. The aqueous phase is extracted with AcOEt and the combined organic layers are washed with brine, dried over Na2SO4 and filtered. The solvent is evaporated to give a solid which is triturated with petroleum ether to give the title compound (1.08 g, 100%).

Workup

  1. customthe mixture is partitioned between AcOEt and water
  2. extractionThe aqueous phase is extracted with AcOEt
  3. washthe combined organic layers are washed with brine
  4. dry with materialdried over Na2SO4
  5. filtrationfiltered
  6. customThe solvent is evaporated
  7. customto give a solid which
  8. customis triturated with petroleum ether

Sources & evidence

ORD record
ord-069fed4d1a444f78acf9d88484bbd6a1
Source dataset
uspto-grants-2013_07
Patent number
US08481517B2

Reaction notes

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