N-(8-(tetrahydrofuran-2-ylmethyl)-8-azabicyclo[3.2.1]oct-3β-yl)-5-fluoro-2-methoxybenzamide

Base Information

Chemical Name:N-(8-(tetrahydrofuran-2-ylmethyl)-8-azabicyclo[3.2.1]oct-3β-yl)-5-fluoro-2-methoxybenzamide
CAS No.:1335036-66-2
Molecular Formula:C₂₀H₂₇FN₂O₃
Molecular Weight:362.444
Hs Code.:

Synonyms:N-(8-(tetrahydrofuran-2-ylmethyl)-8-azabicyclo[3.2.1]oct-3β-yl)-5-fluoro-2-methoxybenzamide

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Chemical Property of N-(8-(tetrahydrofuran-2-ylmethyl)-8-azabicyclo[3.2.1]oct-3β-yl)-5-fluoro-2-methoxybenzamide

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Technology Process of N-(8-(tetrahydrofuran-2-ylmethyl)-8-azabicyclo[3.2.1]oct-3β-yl)-5-fluoro-2-methoxybenzamide

There total 4 articles about N-(8-(tetrahydrofuran-2-ylmethyl)-8-azabicyclo[3.2.1]oct-3β-yl)-5-fluoro-2-methoxybenzamide which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 75.7%

: 1335036-30-0
8-(tetrahydrofuran-2-ylmethyl)-8-azabicyclo[3.2.1]oct-3β-ylamine

: 394-04-7
5-fluoro-2-methoxybenzoic acid

: 1335036-66-2
N-(8-(tetrahydrofuran-2-ylmethyl)-8-azabicyclo[3.2.1]oct-3β-yl)-5-fluoro-2-methoxybenzamide

Guidance literature:: 5-fluoro-2-methoxybenzoic acid; With chloroformic acid ethyl ester; triethylamine; In N,N-dimethyl-formamide; at 0 ℃; for 0.5h;

8-(tetrahydrofuran-2-ylmethyl)-8-azabicyclo[3.2.1]oct-3β-ylamine; In N,N-dimethyl-formamide; for 24h;
DOI:10.1016/j.ejmech.2011.07.022

Reference yield:

: 4795-29-3
TETRAHYDROFURFURYLAMINE

: 1335036-66-2
N-(8-(tetrahydrofuran-2-ylmethyl)-8-azabicyclo[3.2.1]oct-3β-yl)-5-fluoro-2-methoxybenzamide

Guidance literature:: Multi-step reaction with 4 steps

1.1: hydrogenchloride / water / 1.25 h / 50 °C

1.2: 24 h / pH 4

2.1: hydroxylamine hydrochloride; sodium hydrogencarbonate / ethanol; water / 24.5 h / 20 °C / Reflux

3.1: sodium / ethanol / 4 h / Reflux

4.1: chloroformic acid ethyl ester; triethylamine / N,N-dimethyl-formamide / 0.5 h / 0 °C

4.2: 24 h

With hydrogenchloride; hydroxylamine hydrochloride; sodium; chloroformic acid ethyl ester; sodium hydrogencarbonate; triethylamine; In ethanol; water; N,N-dimethyl-formamide; 3.1: Bouveault-Blanc reduction;
DOI:10.1016/j.ejmech.2011.07.022

Reference yield:

: 1335036-26-4
8-(tetrahydrofuran-2-ylmethyl)-8-azabicyclo[3.2.1]octan-3-one oxime

: 1335036-66-2
N-(8-(tetrahydrofuran-2-ylmethyl)-8-azabicyclo[3.2.1]oct-3β-yl)-5-fluoro-2-methoxybenzamide

Guidance literature:: Multi-step reaction with 2 steps

1.1: sodium / ethanol / 4 h / Reflux

2.1: chloroformic acid ethyl ester; triethylamine / N,N-dimethyl-formamide / 0.5 h / 0 °C

2.2: 24 h

With sodium; chloroformic acid ethyl ester; triethylamine; In ethanol; N,N-dimethyl-formamide; 1.1: Bouveault-Blanc reduction;
DOI:10.1016/j.ejmech.2011.07.022