Pyrrolidine → Ethyl 1-(6-pyrrolidin-1-ylpyridin-3-yl)cyclopropanecarboxylate

HRID 969086Notes

Reaction equation

HRID 969086 reaction equation
Cl[C:2]1[N:7]=[CH:6][C:5]([C:8]2([C:11]([O:13][CH2:14][CH3:15])=[O:12])[CH2:10][CH2:9]2)=[CH:4][CH:3]=1.[NH:16]1[CH2:20][CH2:19][CH2:18][CH2:17]1>>[N:16]1([C:2]2[N:7]=[CH:6][C:5]([C:8]3([C:11]([O:13][CH2:14][CH3:15])=[O:12])[CH2:10][CH2:9]3)=[CH:4][CH:3]=2)[CH2:20][CH2:19][CH2:18][CH2:17]1

Participants

3

Reactant 2

HCID 31268PyrrolidineHCID 86602273Ethyl 1-(6-chloropyridin-3-yl)cyclopropanecarboxylate

Product 1

HCID 66661814Ethyl 1-(6-pyrrolidin-1-ylpyridin-3-yl)cyclopropanecarboxylate

Conditions

Temperature
100 °C

Procedure

A mixture of ethyl 1-(6-chloropyridin-3-yl)cyclopropanecarboxylate (69.8 mg, 0.309 mmol) and pyrrolidine (250.0 μL, 3.0 mmol) in a sealed tube was heated at 100° C. for 4 hours. Then the excess pyrrolidine in the mixture was removed under reduced pressure. The residue was purified by flash chromatography column to afford ethyl 1-(6-pyrrolidin-1-ylpyridin-3-yl)cyclopropanecarboxylate.

Workup

  1. customThen the excess pyrrolidine in the mixture was removed under reduced pressure
  2. customThe residue was purified by flash chromatography column

Sources & evidence

ORD record
ord-6e795fbd5810404ea9dc2acf86dd4d72
Source dataset
uspto-grants-2007_12
Patent number
US07304081B2

Reaction notes

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