Potassium Carbonate → HCID 24877032, compound

HRID 887958Notes

Reaction equation

HRID 887958 reaction equation
[CH:1]1([N:4]([S:19]([C:22]2[CH:27]=[CH:26][CH:25]=[C:24]([C:28]([F:31])([F:30])[F:29])[CH:23]=2)(=[O:21])=[O:20])[CH:5]2[CH2:10][CH2:9][CH2:8][N:7]([CH2:11][C:12]([NH:14][CH2:15][CH:16](C)[CH3:17])=[O:13])[CH2:6]2)[CH2:3][CH2:2]1.Cl.C1(N(C2CCCNC2)S(C2C=CC=[C:42]([C:46](F)(F)[F:47])[CH:41]=2)(=O)=O)CC1.C([O-])([O-])=O.[K+].[K+]>CN(C=O)C>[CH:1]1([N:4]([S:19]([C:22]2[CH:27]=[CH:26][CH:25]=[C:24]([C:28]([F:31])([F:29])[F:30])[CH:23]=2)(=[O:20])=[O:21])[CH:5]2[CH2:10][CH2:9][CH2:8][N:7]([CH2:11][C:12]([NH:14][C:15]3[CH:41]=[CH:42][C:46]([F:47])=[CH:17][CH:16]=3)=[O:13])[CH2:6]2)[CH2:2][CH2:3]1

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 24877031HCID 24877031, compoundHCID 68982941HCID 68982941, compound

Product 1

HCID 24877032HCID 24877032, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Conditions

Temperature
40 °C

Procedure

General procedure for preparing compounds 42 and 43: A mixture of compound 6 (100 mg, 0.26 mmol), compound La or Lb (0.3 mmol) and K2CO3 (200 mg) in DMF (1 mL) was shaken at 40° C. for 16 hours. After cooling to room temperature, the reaction mixture was quenched with water, extracted with CHCl3, concentrated and purified by column (silica gel, EtOAc/hexanes 1/1) to give the desired product as a free base. The free base was converted to its HCl-salt by treating with HCl (1 N aqueous) and drying under vacuum.

Workup

  1. temperatureAfter cooling to room temperature
  2. customthe reaction mixture was quenched with water
  3. extractionextracted with CHCl3
  4. concentrationconcentrated
  5. custompurified by column (silica gel, EtOAc/hexanes 1/1)

Sources & evidence

ORD record
ord-f676339341c041cea3498b2fb32821a0
Source dataset
uspto-grants-2012_08
Patent number
US08247442B2

Reaction notes

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