Potassium Carbonate → HCID 118590347, compound

HRID 1054468Notes

Reaction equation

HRID 1054468 reaction equation
Cl.[F:2][C:3]1[CH:4]=[CH:5][C:6]([O:14][C@@H:15]2[CH2:19][CH2:18][O:17][CH2:16]2)=[C:7]([CH:9]2[CH2:13][CH2:12][CH2:11][NH:10]2)[CH:8]=1.C([O-])([O-])=O.[K+].[K+].F[C:27]1[CH:28]=[CH:29][C:30]([N+:33]([O-:35])=[O:34])=[N:31][CH:32]=1>CN(C=O)C>[F:2][C:3]1[CH:4]=[CH:5][C:6]([O:14][C@@H:15]2[CH2:19][CH2:18][O:17][CH2:16]2)=[C:7]([CH:9]2[CH2:13][CH2:12][CH2:11][N:10]2[C:27]2[CH:28]=[CH:29][C:30]([N+:33]([O-:35])=[O:34])=[N:31][CH:32]=2)[CH:8]=1

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 167481095-Fluoro-2-nitropyridineHCID 118590414HCID 118590414, compound

Product 1

HCID 118590347HCID 118590347, compoundYield 82.11%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

To a solution of 2-(5-fluoro-2-(((R)-tetrahydrofuran-3-yl)oxy)phenyl)pyrrolidine hydrochloride (3.15 g, 10.98 mmol) in dry DMF (10 ml) was added K2CO3 (3.15 g, 22.88 mmol) and stirred for 5 min at room temperature then added 5-fluoro-2-nitropyridine (1.3 g, 91.54 mmol) under N2 atmosphere and stirred for 16 h at 80° C. After completion of reaction, reaction mixture was poured in to ice and stirred for 10 min then solid was collected by filtration. Solid was dried under high vacuum to afford 5-(2-(5-fluoro-2-(((R)-tetrahydrofuran-3-yl)oxy)phenyl)pyrrolidin-1-yl)-2-nitropyridine as yellow solid (2.8 g, Yield: 82.11%) MS (ESI): 374.3 (M+H).

Workup

  1. customAfter completion of reaction, reaction mixture
  2. additionwas poured in to ice
  3. stirringstirred for 10 min
  4. filtrationsolid was collected by filtration
  5. customSolid was dried under high vacuum

Sources & evidence

ORD record
ord-aecd22b351fb4b979109a6943d350a21
Source dataset
uspto-grants-2016_07
Patent number
US09394305B2

Reaction notes

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