Potassium Carbonate → HCID 15986280, compound

HRID 730068Notes

Reaction equation

HRID 730068 reaction equation
C(=O)([O-])[O-].[K+].[K+].FC(F)(F)C([N:11]1[CH:16]2[CH2:17][CH2:18][CH:12]1[CH2:13][C:14](=[C:19]1[C:32]3[CH:31]=[CH:30][CH:29]=[C:28]([OH:33])[C:27]=3[O:26][C:25]3[C:20]1=[CH:21][CH:22]=[CH:23][CH:24]=3)[CH2:15]2)=O>CO>[CH:12]12[NH:11][CH:16]([CH2:17][CH2:18]1)[CH2:15][C:14](=[C:19]1[C:32]3[CH:31]=[CH:30][CH:29]=[C:28]([OH:33])[C:27]=3[O:26][C:25]3[C:20]1=[CH:21][CH:22]=[CH:23][CH:24]=3)[CH2:13]2

Participants

4

Reactant 2

HCID 11430Potassium CarbonateHCID 15986283HCID 15986283, compound

Product 1

HCID 15986280HCID 15986280, compoundYield 38.2%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

Potassium carbonate (7.21 g, 52 mmol) was added to a solution of Compound 4a (7.27 g, 18 mmol) in methanol (60 mL), and the reaction was stirred overnight. The reaction was filtered and then ion exchange resin was added (100 g, AG 50W-X210) and the reaction stirred 1 h. The resin was collected by filtration and washed sequentially with water (50 mL) and then methanol (50 mL). The resin was then treated with ammonia in methanol (2M, 500 mL) for 1 h before being collected by filtration again. The filtrate was concentrated under reduced pressure to afford Compound 2 (2.1 g). Procedure 6

Workup

  1. filtrationThe reaction was filtered
  2. additionion exchange resin was added (100 g, AG 50W-X210)
  3. stirringthe reaction stirred 1 h
  4. filtrationThe resin was collected by filtration
  5. washwashed sequentially with water (50 mL)
  6. additionThe resin was then treated with ammonia in methanol (2M, 500 mL) for 1 h
  7. filtrationbefore being collected by filtration again
  8. concentrationThe filtrate was concentrated under reduced pressure

Sources & evidence

ORD record
ord-a5953042bd254b7eb0c284d0945d64d2
Source dataset
uspto-grants-2009_09
Patent number
US07582650B2

Reaction notes

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