Sec-Butylamine → 2H-Cyclopenta[c]pyridine

HRID 2060652Notes

Reaction equation

HRID 2060652 reaction equation
CC(O[CH2:5][C:6]1[C:11]2=[CH:12][CH:13]=[C:14](C=O)[C:10]2=[CH:9]OC=1)=O.C([NH2:21])(CC)C>>[CH:9]1[NH:21][CH:5]=[CH:6][C:11]2[C:10]=1[CH:14]=[CH:13][CH:12]=2

Participants

3

Reactant 2

HCID 24874Sec-ButylamineHCID 159846Baldrinal2×

Product 1

HCID 155598522H-Cyclopenta[c]pyridine

Procedure

Baldrinal (2) (1.1 g) was reacted with 2.5 g of sec-butylamine. After stirring for 10 minutes at room temperature, color changes from yellow to orange. When all the baldrinal was reacted, the excess amine was removed by rotary evaporation. After column chromatography with 8:3 hexanes:ethyl acetate as solvent, 15.7 mg of cyclopenta[c]pyridine (3) was collected.

Workup

  1. customthe excess amine was removed by rotary evaporation
  2. customAfter column chromatography with 8:3 hexanes:ethyl acetate as solvent, 15.7 mg of cyclopenta[c]pyridine (3) was collected

Sources & evidence

ORD record
ord-24ba7ea2643a42e2b8e60faadb384bd0
Source dataset
uspto-grants-2012_10
Patent number
US08278451B2

Reaction notes

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