Triethylamine → HCID 68583292, compound

HRID 645656Notes

Reaction equation

HRID 645656 reaction equation
F[C:2]1[C:7]([C:8]#[N:9])=[CH:6][CH:5]=[CH:4][N:3]=1.C(N(CC)CC)C.[CH:17]12[CH2:25][CH2:24][CH:21]([CH2:22][CH2:23]1)[CH2:20][NH:19][CH2:18]2>O1CCCC1.C(OCC)(=O)C>[CH:17]12[CH2:25][CH2:24][CH:21]([CH2:22][CH2:23]1)[CH2:20][N:19]([C:2]1[N:3]=[CH:4][CH:5]=[CH:6][C:7]=1[C:8]#[N:9])[CH2:18]2

Participants

6

Reactant 3

HCID 8471TriethylamineHCID 92403-Azabicyclo[3.2.2]nonaneHCID 27832543-Cyano-2-fluoropyridine

Product 1

HCID 68583292HCID 68583292, compound

Reagents, catalysts & solvents 2

HCID 8028TetrahydrofuranSolventHCID 8857Ethyl AcetateSolvent

Procedure

To a solution of 2-fluoro-3-cyanopyridine (0.4 g, 3.27 mmol) in 30 mL tetrahydrofuran was added triethylamine (0.66 g, 6.5 mmol) and 3-aza-bicyclo[3.2.2]nonane (0.5 g, 3.9 mmol). The reaction was held at 50° C. for 12 hours, cooled and diluted with 100 mL ethyl acetate. The organics were washed with water (2×50 mL), brine (1×50 mL), dried (MgSO4) and concentrated. Column chromatography (20% ethyl acetate/hexanes) gave the title compound as a solid. MS (ESI/NH3) m/z 126 (M+H)+

Workup

  1. temperaturecooled
  2. washThe organics were washed with water (2×50 mL), brine (1×50 mL)
  3. dry with materialdried (MgSO4)
  4. concentrationconcentrated

Sources & evidence

ORD record
ord-328964d466094c2e903af60af81bfafd
Source dataset
uspto-grants-2010_04
Patent number
US07704997B1

Reaction notes

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