3-(1-methoxy-3-methyl-5,6,7,8-tetrahydro-isoquinolin-4-ylamino)-N,N-dimethyl-benzamide

Base Information

Chemical Name:3-(1-methoxy-3-methyl-5,6,7,8-tetrahydro-isoquinolin-4-ylamino)-N,N-dimethyl-benzamide
CAS No.:861136-86-9
Molecular Formula:C₂₀H₂₅N₃O₂
Molecular Weight:339.437
Hs Code.:

Synonyms:3-(1-methoxy-3-methyl-5,6,7,8-tetrahydro-isoquinolin-4-ylamino)-N,N-dimethyl-benzamide

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Chemical Property of 3-(1-methoxy-3-methyl-5,6,7,8-tetrahydro-isoquinolin-4-ylamino)-N,N-dimethyl-benzamide

Chemical Property:

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Technology Process of 3-(1-methoxy-3-methyl-5,6,7,8-tetrahydro-isoquinolin-4-ylamino)-N,N-dimethyl-benzamide

There total 8 articles about 3-(1-methoxy-3-methyl-5,6,7,8-tetrahydro-isoquinolin-4-ylamino)-N,N-dimethyl-benzamide 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:

: 85-44-9
phthalic anhydride

: 861136-86-9
3-(1-methoxy-3-methyl-5,6,7,8-tetrahydro-isoquinolin-4-ylamino)-N,N-dimethyl-benzamide

Guidance literature:: Multi-step reaction with 7 steps

1: 89 percent / 120 °C

2: 63 percent / MeONa / methanol / Heating

3: 46 percent / P; HI / 160 °C

4: 83 percent / H₂; AcOH / PtO₂ / 2250.18 - 3750.3 Torr

5: 84 percent / NBS / methanol / 0 °C

6: Ag₂CO₃ / CHCl₃ / 50 °C

7: t-BuONa; t-Bu₂P-biphenyl / Pd₂dba3 / toluene / 150 °C / microwave irradiation

With N-Bromosuccinimide; t-Bu₂P-biphenyl; hydrogen iodide; hydrogen; sodium methylate; acetic acid; silver carbonate; sodium t-butanolate; platinum(IV) oxide; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; In methanol; chloroform; toluene; 7: Hartwig-Buchwald amination;
DOI:10.1055/s-2005-865324

Reference yield:

: 861136-84-7
4-bromo-1-methoxy-3-methyl-5,6,7,8-tetrahydro-isoquinoline

: 33322-60-0
3-amino-N,N-dimethylbenzamide

: 861136-86-9
3-(1-methoxy-3-methyl-5,6,7,8-tetrahydro-isoquinolin-4-ylamino)-N,N-dimethyl-benzamide

Guidance literature:: With t-Bu₂P-biphenyl; sodium t-butanolate; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; In toluene; at 150 ℃; microwave irradiation;
DOI:10.1055/s-2005-865324

Reference yield:

: 861136-82-5
4-bromo-3-methyl-5,6,7,8-tetrahydro-2H-isoquinolin-1-one

: 861136-86-9
3-(1-methoxy-3-methyl-5,6,7,8-tetrahydro-isoquinolin-4-ylamino)-N,N-dimethyl-benzamide

Guidance literature:: Multi-step reaction with 2 steps

1: Ag₂CO₃ / CHCl₃ / 50 °C

2: t-BuONa; t-Bu₂P-biphenyl / Pd₂dba3 / toluene / 150 °C / microwave irradiation

With t-Bu₂P-biphenyl; silver carbonate; sodium t-butanolate; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; In chloroform; toluene; 2: Hartwig-Buchwald amination;
DOI:10.1055/s-2005-865324