تفاعل #10503

ord-066231d855314bf3955d22c323fbe57e

معادلة التفاعل

C=Cc1nc2cc(-c3ccc(C#N)cc3)ccc2o1
4-(2-vinyl-benzooxazol-5-yl)-benzonitrile
CC1CCCN1
racemic 2-methyl-pyrrolidine
CC1CCCN1CCc1nc2cc(-c3ccc(C#N)cc3)ccc2o1
racemic 4-{2-[2-(2-methyl-pyrrolidin-1-yl)-ethyl]-benzooxazol-5-yl}-benzonitrile
المردود 100.0%

المذيبات

ظروف التفاعل

الظروف التفصيلية
See reaction.notes.procedure_details.

المعالجة

  1. 1
    تركيزconcentrated in vacuo to a glass

الإجراء التجريبي

A solution of 24.6 mg (0.1 mmol) of 4-(2-vinyl-benzooxazol-5-yl)-benzonitrile and 24 mg of racemic 2-methyl-pyrrolidine (Aldrich, CAS #765-38-8) in 0.25 mL of ethanol was stirred at room temperature for 1 hour, then concentrated in vacuo to a glass to give pure product racemic 4-{2-[2-(2-methyl-pyrrolidin-1-yl)-ethyl]-benzooxazol-5-yl}-benzonitrile 33 mg (100%): 1H NMR (300 MHz, CDCl3) δ 7.85 (d, J=1.8 Hz, 1 H), 7.77 (d, J=8.4 Hz, 2 H), 7.70 (d, J=8.4 Hz, 2 H), 7.58 (d, J=7.5 Hz, 1 H), 7.50 (dd, J=7.5, 1.8 Hz), 3.2–3.32 (m, 4 H), 1.44–2.65 (m, 7 H), 1.15 (m, 3 H); Mass spectrum: [M+H]+ 332.1.

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: US07094790B2uspto-grants-2006_08