trans-3-[3-chloro-4-(pyrrolidin-1-ylmethyl)phenyl]-N-methylcyclobutanecarboxamide

Base Information

Chemical Name:trans-3-[3-chloro-4-(pyrrolidin-1-ylmethyl)phenyl]-N-methylcyclobutanecarboxamide
CAS No.:935839-86-4
Molecular Formula:C₁₇H₂₃ClN₂O
Molecular Weight:306.835
Hs Code.:

Synonyms:trans-3-[3-chloro-4-(pyrrolidin-1-ylmethyl)phenyl]-N-methylcyclobutanecarboxamide

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Chemical Property of trans-3-[3-chloro-4-(pyrrolidin-1-ylmethyl)phenyl]-N-methylcyclobutanecarboxamide

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Technology Process of trans-3-[3-chloro-4-(pyrrolidin-1-ylmethyl)phenyl]-N-methylcyclobutanecarboxamide

There total 6 articles about trans-3-[3-chloro-4-(pyrrolidin-1-ylmethyl)phenyl]-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:

: 3-[3-chloro-4-(pyrrolidin-1-ylmethyl)phenyl]-N-methylcyclobut-2-ene-1-carboxamide trifluoroacetate

: 935839-86-4
trans-3-[3-chloro-4-(pyrrolidin-1-ylmethyl)phenyl]-N-methylcyclobutanecarboxamide

: 935839-76-2
cis-3-[3-chloro-4-(pyrrolidin-1-ylmethyl)phenyl]-N-methylcyclobutanecarboxamide

Guidance literature:: With Wilkinson's catalyst; hydrogen; In ethanol; at 60 ℃; for 2h; under 2327.23 Torr;
DOI:10.1021/jm200939b

Reference yield:

: 1-(4-bromo-2-chlorobenzyl)pyrrolidine

: 935839-86-4
trans-3-[3-chloro-4-(pyrrolidin-1-ylmethyl)phenyl]-N-methylcyclobutanecarboxamide

: 935839-76-2
cis-3-[3-chloro-4-(pyrrolidin-1-ylmethyl)phenyl]-N-methylcyclobutanecarboxamide

Guidance literature:: Multi-step reaction with 4 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

3.1: 1,2-dichloro-ethane / 18 h / 75 °C

4.1: Wilkinson's catalyst; hydrogen / ethanol / 2 h / 60 °C / 2327.23 Torr

With Wilkinson's catalyst; n-butyllithium; hydrogen; 2,4,6-tripropyl-1,3,5,2,4,6-trioxatriphosphinane-2,4,6-trioxide; In tetrahydrofuran; ethanol; hexane; ethyl acetate; 1,2-dichloro-ethane;
DOI:10.1021/jm200939b

Reference yield:

: 3-[3-chloro-4-(pyrrolidin-1-ylmethyl)phenyl]-3-hydroxy-N-methylcyclobutanecarboxamide

: 935839-86-4
trans-3-[3-chloro-4-(pyrrolidin-1-ylmethyl)phenyl]-N-methylcyclobutanecarboxamide

: 935839-76-2
cis-3-[3-chloro-4-(pyrrolidin-1-ylmethyl)phenyl]-N-methylcyclobutanecarboxamide

Guidance literature:: Multi-step reaction with 2 steps

1: 1,2-dichloro-ethane / 18 h / 75 °C

2: Wilkinson's catalyst; hydrogen / ethanol / 2 h / 60 °C / 2327.23 Torr

With Wilkinson's catalyst; hydrogen; In ethanol; 1,2-dichloro-ethane;
DOI:10.1021/jm200939b