Piperidine → HCID 59526479, compound

HRID 1880607Notes

Reaction equation

HRID 1880607 reaction equation
Cl[C:2]1[C:7]([I:8])=[CH:6][CH:5]=[C:4]([C:9]([F:12])([F:11])[F:10])[N:3]=1.[NH:13]1[CH2:18][CH2:17][CH2:16][CH2:15][CH2:14]1.CCN(CC)CC>CC(O)C>[I:8][C:7]1[C:2]([N:13]2[CH2:18][CH2:17][CH2:16][CH2:15][CH2:14]2)=[N:3][C:4]([C:9]([F:12])([F:11])[F:10])=[CH:5][CH:6]=1

Participants

5

Reactant 3

HCID 8082PiperidineHCID 8471TriethylamineHCID 109028822-chloro-3-iodo-6-(trifluoromethyl)pyridine

Product 1

HCID 59526479HCID 59526479, compoundYield 58.4%

Reagents, catalysts & solvents 1

HCID 3776IsopropanolSolvent

Procedure

A solution of 2-chloro-3-iodo-6-(trifluoromethyl)pyridine (Tet. Lett., 1998, 39(13), 1749-1752) (350 mg, 1.14 mmol), piperidine (135 μl, 1.37 mmol) and Et3N (640 μl, 4.56 mmol) in i-PrOH (2 mL) was heated for 1 h at 140° C. in a microwave reactor. The reaction mixture was concentrated to dryness and the crude was purified through flash chromatography (SiO2, heptane) to afford 237 mg (58%) of the title compound.

Workup

  1. concentrationThe reaction mixture was concentrated to dryness
  2. customthe crude was purified through flash chromatography (SiO2, heptane)

Sources & evidence

ORD record
ord-3a7a11b011c345819cab6757e9bee083
Source dataset
uspto-grants-2012_11
Patent number
US08318768B2

Reaction notes

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