Sodium Carbonate → HCID 87279422, compound

HRID 629652Notes

Reaction equation

HRID 629652 reaction equation
[NH:1]1[CH2:6][CH2:5][O:4][CH:3]([CH2:7][NH:8][C:9]2[CH:14]=[CH:13][C:12]([S:15]([NH2:18])(=[O:17])=[O:16])=[CH:11][C:10]=2[N+:19]([O-:21])=[O:20])[CH2:2]1.C(=O)([O-])[O-].[Na+].[Na+].[F:28][CH:29]([F:32])[CH2:30]I>CN(C)C=O>[F:28][CH:29]([F:32])[CH2:30][N:1]1[CH2:6][CH2:5][O:4][CH:3]([CH2:7][NH:8][C:9]2[CH:14]=[CH:13][C:12]([S:15]([NH2:18])(=[O:16])=[O:17])=[CH:11][C:10]=2[N+:19]([O-:21])=[O:20])[CH2:2]1

Participants

5

Reactant 3

HCID 10340Sodium CarbonateHCID 38335651,1-Difluoro-2-iodoethaneHCID 67126454HCID 67126454, compound

Product 1

HCID 87279422HCID 87279422, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Conditions

Temperature
110 °C

Procedure

To a solution of EXAMPLE 415B (633 mg) in anhydrous N,N-dimethylformamide (10 mL) was added sodium carbonate (254 mg) and 2, 2-difluoroethyl iodide (422 mg). After stirring at 110° C. for 48 hours, the mixture was concentrated. The residue was mixed with water (20 mL) and extracted with ethyl acetate. The crude product was purified on a silica gel column eluting with 10% methanol in methylene chloride to give the title compound.

Workup

  1. concentrationthe mixture was concentrated
  2. additionThe residue was mixed with water (20 mL)
  3. extractionextracted with ethyl acetate
  4. customThe crude product was purified on a silica gel column
  5. washeluting with 10% methanol in methylene chloride

Sources & evidence

ORD record
ord-eb047a01927b480c80fa4575275bdccb
Source dataset
uspto-grants-2016_04
Patent number
US09315488B2

Reaction notes

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