Pyrrolidine → (3-Hydroxypyridin-2-yl)(pyrrolidin-1-yl)methanone

HRID 1534438Notes

Reaction equation

HRID 1534438 reaction equation
C(O[C:4](=[O:12])[C:5]1[C:10]([OH:11])=[CH:9][CH:8]=[CH:7][N:6]=1)C.[NH:13]1[CH2:17][CH2:16][CH2:15][CH2:14]1>>[N:13]1([C:4]([C:5]2[C:10]([OH:11])=[CH:9][CH:8]=[CH:7][N:6]=2)=[O:12])[CH2:17][CH2:16][CH2:15][CH2:14]1

Participants

3

Reactant 2

HCID 31268PyrrolidineHCID 15080989Ethyl 3-hydroxypicolinate

Product 1

HCID 19909697(3-Hydroxypyridin-2-yl)(pyrrolidin-1-yl)methanone

Procedure

18 g (0.093 moles) of ethyl-3-hydroxypicolinate [J. Heterocyclic Chem. 23, 665, 1986] were cooled at -5° C. and ml 250 of pyrrolidine were added under nitrogen atmosphere. After the addition, the solution was allowed to reach room temperature, stirred 24 h and then evaporated in vacuo to give 15 g of the title compound as a slight yellow oil which crystallized on standing.

Workup

  1. additionAfter the addition
  2. customto reach room temperature
  3. customevaporated in vacuo

Sources & evidence

ORD record
ord-9c3a3b57187a4748adec3dad0b1aa7ee
Source dataset
uspto-grants-1992_02
Patent number
US05089507

Reaction notes

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