2-(1H-PYRROL-1-YL)ACETONITRILE synthesis

Yield:86241-05-6 90%

Reaction Conditions:

Stage #1: cis,trans-2,5-dimethoxytetrahydrofuranwith water at 100; for 2 h;Clauson-Kaas Synthesis;
Stage #2: 2-aminoacetonitrilewith sodium acetate in dichloromethane at 20; for 18 h;Clauson-Kaas Synthesis;

Steps:

Synthesis of 2a-2p

General procedure: A solution of 2,5-dimethoxytetrahydrofuran (3.78 mmol) in deionized H2O (0.6 mL, 33.3 mmol). was heated at 100 °C for 2 hours and then cooled to room temperature. The appropriate α- aminoacetonitrile 1a-1p (3.78 mmol), CH2Cl2 (2 mL) and NaOAc (9.08 mmol) were added and stirring continued for 18 hours at room temperature. The reaction mixture was quenched by adding aqueous saturated Na2CO3 and extracted with EtOAc (2 x 15 mL). The combined organic layers were washed with saturated brine solution (25 mL), dried over Na2SO4 and concentrated. The crude product was purified by combi-flash chromatography to afford pure 2a-2p.

References:

Basha, Mushkin;Belema, Makonen;Dhar, T. G. Murali;Gupta, Anuradha;Gupta, Arun Kumar;Indasi, Gopi Kumar;Karmakar, Ananta;Mathur, Arvind;Meanwell, Nicholas A.;Ramalingam, Sridharan;Rampulla, Richard [Synthesis,2020,vol. 52,# 3,p. 441 - 449] Location in patent:supporting information