반응 #2334879

ord-b8b377b2fe044d34a53afee444a01c14

반응 방정식

BrC(Br)(Br)Br
carbon tetrabromide
Cc1cc(CO)sc1-c1noc(-c2ccc(Oc3ccccc3)c(F)c2)n1
{5-[5-(3-fluoro-4-phenoxyphenyl]-1,2,4-oxadiazol-3-yl)-4-methyl-2-thienyl}methanol
c1ccc(P(c2ccccc2)c2ccccc2)cc1
triphenylphosphine
COC(=O)C1CNC1.Cl
methyl 3-azetidinecarboxylate hydrochloride
CCN(C(C)C)C(C)C
N,N-diisopropylethylamine
COC(=O)C1CN(Cc2cc(C)c(-c3noc(-c4ccc(Oc5ccccc5)c(F)c4)n3)s2)C1
title compound
COC(=O)C1CN(Cc2cc(C)c(-c3noc(-c4ccc(Oc5ccccc5)c(F)c4)n3)s2)C1
Methyl 1-({5-[5-(3-fluoro-4-phenoxyphenyl)-1,2,4-oxadiazol-3-yl]-4-methyl-2-thienyl}methyl)azetidine-3-carboxylate

반응 조건

상세 조건
See reaction.notes.procedure_details.

후처리

  1. 1
    기타the reaction similar to

실험 절차

The crude product of the title compound was synthesized by conducting the reaction similar to that mentioned in Example 1 (1f) using {5-[5-(3-fluoro-4-phenoxyphenyl]-1,2,4-oxadiazol-3-yl)-4-methyl-2-thienyl}methanol (0.21 g, 0.55 mmol) that was obtained in Example 11 (11f), carbon tetrabromide (0.22 g, 0.66 mmol), triphenylphosphine (0.17 g, 0.66 mmol), methyl 3-azetidinecarboxylate hydrochloride (0.13 g, 0.83 mmol), and N,N-diisopropylethylamine (0.30 mL, 1.7 mmol). Subsequently, the crude product of the title compound thus obtained was purified by chromatography using a mixed solvent of ethyl acetate and hexane (5:5) to afford the title compound (0.23 g) in a yield of 86% as a colourless oily product.

출처

DOI: 10.6084/m9.figshare.5104873.v1특허: US07687491B2uspto-grants-2010_03