ChemicalBook CAS DataBase List 4-(1H-PYRROL-1-YLMETHYL)PYRIDINE

4-(1H-PYRROL-1-YLMETHYL)PYRIDINE synthesis

4synthesis methods

Product Name:4-(1H-PYRROL-1-YLMETHYL)PYRIDINE
CAS Number:87451-35-2
Molecular formula:C10H10N2
Molecular Weight:158.2

872-85-5 Synthesis

872-85-5
478 suppliers
$10.00/1g

51-35-4 Synthesis

51-35-4
831 suppliers
$6.00/5g

87451-35-2
15 suppliers
$65.00/100mg

Yield:87451-35-2 89%

Reaction Conditions:

in dimethyl sulfoxide at 110; for 5 h;Inert atmosphere;

Steps:

Typical general procedure for N-alkylpyrrole synthesis:

To a 25 mL double necked round bottom flask, with one neck sealed by a rubber septum and the other one fitted with a reflux condenser was added trans-4-hydroxy-l-proline (196.5 mg, 1.5 equiv) in DMSO (0.5 mL) under nitrogen atmosphere .The mixture was heated in an oil bath at 110 °C. To this, aldehyde (1 mmol) taken in 5 mL of DMSO was slowly added using a syringe pump at a rate of 1 mL/h. The progress of the reaction was monitored by TLC and then allowed to cool to room temperature. Water 5 mL was added and the product was extracted with ethyl acetate (3 × 5 mL). The organic phase was separated and dried over anhydrous Na₂SO₄. The combined organic phases were concentrated under reduced pressure and column chromatographed on silica gel (60-120 mesh size) using hexanes/ethyl acetate as eluent to obtain the analytically pure product, which was characterized by ¹H, ¹³C NMR and elemental analysis.

References:

Vijay Kumar;Rama Rao [Tetrahedron Letters,2011,vol. 52,# 25,p. 3237 - 3239] Location in patent:experimental part