N-[3-(1-methoxy-3-methyl-5,6,7,8-tetrahydro-isoquinolin-4-ylamino)-phenyl]-acetamide

Base Information

Chemical Name:N-[3-(1-methoxy-3-methyl-5,6,7,8-tetrahydro-isoquinolin-4-ylamino)-phenyl]-acetamide
CAS No.:861136-88-1
Molecular Formula:C₁₉H₂₃N₃O₂
Molecular Weight:325.411
Hs Code.:

Synonyms:N-[3-(1-methoxy-3-methyl-5,6,7,8-tetrahydro-isoquinolin-4-ylamino)-phenyl]-acetamide

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Chemical Property of N-[3-(1-methoxy-3-methyl-5,6,7,8-tetrahydro-isoquinolin-4-ylamino)-phenyl]-acetamide

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Technology Process of N-[3-(1-methoxy-3-methyl-5,6,7,8-tetrahydro-isoquinolin-4-ylamino)-phenyl]-acetamide

There total 8 articles about N-[3-(1-methoxy-3-methyl-5,6,7,8-tetrahydro-isoquinolin-4-ylamino)-phenyl]-acetamide 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

: 861136-88-1
N-[3-(1-methoxy-3-methyl-5,6,7,8-tetrahydro-isoquinolin-4-ylamino)-phenyl]-acetamide

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

: 102-28-3
m-acetamide aniline

: 861136-88-1
N-[3-(1-methoxy-3-methyl-5,6,7,8-tetrahydro-isoquinolin-4-ylamino)-phenyl]-acetamide

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

: 861136-88-1
N-[3-(1-methoxy-3-methyl-5,6,7,8-tetrahydro-isoquinolin-4-ylamino)-phenyl]-acetamide

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