Potassium Carbonate → HCID 59301448, compound

HRID 2236206Notes

Reaction equation

HRID 2236206 reaction equation
Cl[C:2]1[CH:7]=[CH:6][C:5]([N+:8]([O-:10])=[O:9])=[CH:4][N:3]=1.Cl.[NH2:12][CH:13]1[CH2:18][CH:17]2[CH2:19][CH:14]1[CH2:15][CH2:16]2.C(=O)([O-])[O-].[K+].[K+]>CN(C=O)C.CCOC(C)=O>[CH:14]12[CH2:19][CH:17]([CH2:16][CH2:15]1)[CH2:18][CH:13]2[NH:12][C:2]1[CH:7]=[CH:6][C:5]([N+:8]([O-:10])=[O:9])=[CH:4][N:3]=1

Participants

6

Reactant 3

HCID 11430Potassium CarbonateHCID 783082-Chloro-5-nitropyridineHCID 518934Endo-bicyclo[2.2.1]heptan-2-amine hydrochloride

Product 1

HCID 59301448HCID 59301448, compound

Reagents, catalysts & solvents 2

HCID 6228DimethylformamideSolventHCID 8857Ethyl AcetateSolvent

Procedure

2-Chloro-5-nitropyridine (158 mg, 1 mmol), 2-aminonorbornane hydrochloride (147 mg, 1 mmol), and finely ground potassium carbonate (419 mg, 3 mmol) were heated to 80° C. in 10 mL anhydrous DMF for 3.5 hrs. The mixture was diluted with EtOAc, extracted with H2O and dried over MgSO4. The EtOAc was filtered, evaporated to dryness to yield 220 mg. ES-MS calcd for C12H15N3O2 (m/e) 233.21, obsd 234.1 (M+H).

Workup

  1. extractionextracted with H2O
  2. dry with materialdried over MgSO4
  3. filtrationThe EtOAc was filtered
  4. customevaporated to dryness
  5. customto yield 220 mg

Sources & evidence

ORD record
ord-dba61d11d1fa4aa6a7f80ce37c7c19af
Source dataset
uspto-grants-2010_05
Patent number
US07714126B2

Reaction notes

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