4-amino-N-(1-azabicyclo[2.2.2]oct-2-en-2-ylmethyl)-5-chloro-2-methoxybenzamide

Base Information

Chemical Name:4-amino-N-(1-azabicyclo[2.2.2]oct-2-en-2-ylmethyl)-5-chloro-2-methoxybenzamide
CAS No.:134947-90-3
Molecular Formula:C₁₆H₂₀ClN₃O₂
Molecular Weight:321.807
Hs Code.:
DSSTox Substance ID:DTXSID501137550

Synonyms:SCHEMBL9484628;DTXSID501137550;4-amino-N-(1-azabicyclo[2.2.2]oct-2-en-2-ylmethyl)-5-chloro-2-methoxybenzamide;134947-90-3

Suppliers and Price of 4-amino-N-(1-azabicyclo[2.2.2]oct-2-en-2-ylmethyl)-5-chloro-2-methoxybenzamide

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of 4-amino-N-(1-azabicyclo[2.2.2]oct-2-en-2-ylmethyl)-5-chloro-2-methoxybenzamide

Chemical Property:

XLogP3:1.9
Hydrogen Bond Donor Count:2
Hydrogen Bond Acceptor Count:4
Rotatable Bond Count:4
Exact Mass:321.1244046
Heavy Atom Count:22
Complexity:449

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

Useful:

Canonical SMILES:COC1=CC(=C(C=C1C(=O)NCC2=CC3CCN2CC3)Cl)N

Technology Process of 4-amino-N-(1-azabicyclo[2.2.2]oct-2-en-2-ylmethyl)-5-chloro-2-methoxybenzamide

There total 7 articles about 4-amino-N-(1-azabicyclo[2.2.2]oct-2-en-2-ylmethyl)-5-chloro-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: 47.0%

: 135757-80-1
2-aminomethyl-1-azabicyclo<2.2.2>oct-2-ene

: 62726-02-7
(4-Amino-5-chloro-2-methoxy-phenyl)-imidazol-1-yl-methanone

: 134947-90-3
4-amino-5-chloro-2-methoxy-N-(1-azabicyclo<2.2.2>oct-2-enyl-2-methyl) benzamide

Guidance literature:: In tetrahydrofuran; Ambient temperature;
DOI:10.1016/S0040-4020(01)80973-X

Reference yield:

: 5291-26-9
2-methylenequinuclidin-3-one

: 134947-90-3
4-amino-5-chloro-2-methoxy-N-(1-azabicyclo<2.2.2>oct-2-enyl-2-methyl) benzamide

Guidance literature:: Multi-step reaction with 5 steps

1: 40 percent / NaBH₄ / methanol / 0.5 h

2: 84 percent / SOCl₂ / CH₂Cl₂ / Ambient temperature

3: 58 percent / triethylamine, n-Bu₄NN₃ / acetonitrile / 2 h

4: LiAlH₄ / tetrahydrofuran / 1 h

5: 47 percent / tetrahydrofuran / Ambient temperature

With sodium tetrahydroborate; lithium aluminium tetrahydride; thionyl chloride; tetrabutylammoniun azide; triethylamine; In tetrahydrofuran; methanol; dichloromethane; acetonitrile;
DOI:10.1016/S0040-4020(01)80973-X

Reference yield:

: 135757-79-8
3-hydroxy-2-methylene-1-azabicyclo<2.2.2>octane

: 134947-90-3
4-amino-5-chloro-2-methoxy-N-(1-azabicyclo<2.2.2>oct-2-enyl-2-methyl) benzamide

Guidance literature:: Multi-step reaction with 4 steps

1: 84 percent / SOCl₂ / CH₂Cl₂ / Ambient temperature

2: 58 percent / triethylamine, n-Bu₄NN₃ / acetonitrile / 2 h

3: LiAlH₄ / tetrahydrofuran / 1 h

4: 47 percent / tetrahydrofuran / Ambient temperature

With lithium aluminium tetrahydride; thionyl chloride; tetrabutylammoniun azide; triethylamine; In tetrahydrofuran; dichloromethane; acetonitrile;
DOI:10.1016/S0040-4020(01)80973-X