Sodium Carbonate → HCID 87279442, compound

HRID 2273791Notes

Reaction equation

HRID 2273791 reaction equation
Cl.[Cl:2][C:3]1[CH:4]=[C:5]([S:15]([NH2:18])(=[O:17])=[O:16])[CH:6]=[N:7][C:8]=1[O:9][C@@H:10]1[CH2:14][CH2:13][NH:12][CH2:11]1.[F:19][CH:20]([F:23])[CH2:21]I.C([O-])([O-])=O.[Na+].[Na+]>CN(C)C=O.C(OCC)(=O)C>[Cl:2][C:3]1[CH:4]=[C:5]([S:15]([NH2:18])(=[O:16])=[O:17])[CH:6]=[N:7][C:8]=1[O:9][C@@H:10]1[CH2:14][CH2:13][N:12]([CH2:21][CH:20]([F:23])[F:19])[CH2:11]1

Participants

6

Reactant 3

HCID 10340Sodium CarbonateHCID 38335651,1-Difluoro-2-iodoethaneHCID 67423403HCID 67423403, compound

Product 1

HCID 87279442HCID 87279442, compound

Reagents, catalysts & solvents 2

HCID 6228DimethylformamideSolventHCID 8857Ethyl AcetateSolvent

Procedure

A reaction mixture of EXAMPLE 422B (353 mg), 1,1-difluoro-2-iodoethane (268 mg) and Na2CO3 (283 mg) in N,N-dimethylformamide (10 mL) was heated at 80° C. overnight. The reaction mixture was cooled to room temperature and diluted with ethyl acetate. The organic phase was washed with water and brine, dried over anhydrous sodium sulfate, and concentrated. The crude material was purified with 2.5-3% methanol/dichloromethane to afford the title compound.

Workup

  1. washThe organic phase was washed with water and brine
  2. dry with materialdried over anhydrous sodium sulfate
  3. concentrationconcentrated
  4. customThe crude material was purified with 2.5-3% methanol/dichloromethane

Sources & evidence

ORD record
ord-f736afc405b546f6b9badb07d504b304
Source dataset
uspto-grants-2015_09
Patent number
US09125913B2

Reaction notes

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