Sodium Carbonate → HCID 87279442, compound

HRID 1520667Notes

Reaction equation

HRID 1520667 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-de69edc970f44eb285e9322a7b2e7893
Source dataset
uspto-grants-2015_07
Patent number
US09073855B2

Reaction notes

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