N-ethyl-3-[3-fluoro-4-(pyrrolidin-1-ylmethyl)phenyl]-3-hydroxy-N-methylcyclobutanecarboxamide

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Chemical Name:N-ethyl-3-[3-fluoro-4-(pyrrolidin-1-ylmethyl)phenyl]-3-hydroxy-N-methylcyclobutanecarboxamide
CAS No.:935840-52-1
Molecular Formula:C₁₉H₂₇FN₂O₂
Molecular Weight:334.434
Hs Code.:

Synonyms:N-ethyl-3-[3-fluoro-4-(pyrrolidin-1-ylmethyl)phenyl]-3-hydroxy-N-methylcyclobutanecarboxamide

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Chemical Property of N-ethyl-3-[3-fluoro-4-(pyrrolidin-1-ylmethyl)phenyl]-3-hydroxy-N-methylcyclobutanecarboxamide

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Technology Process of N-ethyl-3-[3-fluoro-4-(pyrrolidin-1-ylmethyl)phenyl]-3-hydroxy-N-methylcyclobutanecarboxamide

There total 4 articles about N-ethyl-3-[3-fluoro-4-(pyrrolidin-1-ylmethyl)phenyl]-3-hydroxy-N-methylcyclobutanecarboxamide 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: 60.0%

: 935841-04-6
3-[3-fluoro-4-(pyrrolidin-1-ylmethyl)phenyl]-3-hydroxycyclobutanecarboxylic acid

: 624-78-2
N-Ethylmethylamine

: 935840-52-1
N-ethyl-3-[3-fluoro-4-(pyrrolidin-1-ylmethyl)phenyl]-3-hydroxy-N-methylcyclobutanecarboxamide

Guidance literature:: 3-[3-fluoro-4-(pyrrolidin-1-ylmethyl)phenyl]-3-hydroxycyclobutanecarboxylic acid; N-Ethylmethylamine; With 2,4,6-tripropyl-1,3,5,2,4,6-trioxatriphosphinane-2,4,6-trioxide; In tetrahydrofuran; hexanes; ethyl acetate; at 20 ℃; for 1.5h;

With sodium hydrogencarbonate; In tetrahydrofuran; hexanes; water; ethyl acetate;

Reference yield:

: 283173-83-1
1-(4-bromo-2-fluorobenzyl)pyrrolidine

: 935840-52-1
N-ethyl-3-[3-fluoro-4-(pyrrolidin-1-ylmethyl)phenyl]-3-hydroxy-N-methylcyclobutanecarboxamide

Guidance literature:: Multi-step reaction with 2 steps

1.1: n-butyllithium / tetrahydrofuran; hexane / 1.42 h / -78 °C

1.2: 16 h / -78 - 20 °C

2.1: 2,4,6-tripropyl-1,3,5,2,4,6-trioxatriphosphinane-2,4,6-trioxide / tetrahydrofuran; ethyl acetate / 1 h / 20 °C

With n-butyllithium; 2,4,6-tripropyl-1,3,5,2,4,6-trioxatriphosphinane-2,4,6-trioxide; In tetrahydrofuran; hexane; ethyl acetate;
DOI:10.1021/jm200939b

Reference yield:

: 23761-23-1
3-oxocyclobutanecarboxylic acid

: 935840-52-1
N-ethyl-3-[3-fluoro-4-(pyrrolidin-1-ylmethyl)phenyl]-3-hydroxy-N-methylcyclobutanecarboxamide

Guidance literature:: Multi-step reaction with 2 steps

1.1: n-butyllithium / tetrahydrofuran; hexane / 1.42 h / -78 °C

1.2: 16 h / -78 - 20 °C

2.1: 2,4,6-tripropyl-1,3,5,2,4,6-trioxatriphosphinane-2,4,6-trioxide / tetrahydrofuran; ethyl acetate / 1 h / 20 °C

With n-butyllithium; 2,4,6-tripropyl-1,3,5,2,4,6-trioxatriphosphinane-2,4,6-trioxide; In tetrahydrofuran; hexane; ethyl acetate;
DOI:10.1021/jm200939b