Réaction #51726

ord-248416efd0a649f9b7efec92ff948b0f

Équation de réaction

Ic1cccnc1
3-iodo-pyridine
O=C([O-])O.[Na+]
sodium bicarbonate
C1CCNC1
pyrrolidine
C=CC(O)C(C)C
4-methyl-1-penten-3-ol
→
CC(C)C(=O)CCc1cccnc1
title compound
CC(C)C(=O)CCc1cccnc1
4-Methyl-1-pyridin-3-yl-pentan-3-one

Réactifs

Ic1cccnc1
3-iodo-pyridine
O=C([O-])O.[Na+]
sodium bicarbonate
C1CCNC1
pyrrolidine
C=CC(O)C(C)C
4-methyl-1-penten-3-ol

Réactifs

CCCC[N+](CCCC)(CCCC)CCCC.[Cl-]
tetrabutyl ammonium chloride
CC(=O)[O-].CC(=O)[O-].[Pd+2]
palladium acetate

Solvants

CN(C)C=O
DMF

Conditions de réaction

Conditions détaillées
See reaction.notes.procedure_details.

Traitement

  1. 1
    AutreThe title compound was prepared
  2. 2
    Autrechromatographed
  3. 3
    Lavageeluting with EtOAc:CH2Cl2:hexane 50:25:25

Mode opératoire

The title compound was prepared according to General Method 4a using 3-iodo-pyridine (36.6 mmol), 4-methyl-1-penten-3-ol (54.9 mmol), tetrabutyl ammonium chloride (36.6 mmol), sodium bicarbonate (91.5 mmol), pyrrolidine (˜1.5 mL), DMF (15 mL), and palladium acetate (0.51 g). The title compound was flash chromatographed eluting with EtOAc:CH2Cl2:hexane 50:25:25.

Source

DOI: 10.6084/m9.figshare.5104873.v1Brevet: US06852711B2uspto-grants-2005_02