METHYL 3-AMINO-1-NAPHTHOATE

Base Information

• Chemical Name: METHYL 3-AMINO-1-NAPHTHOATE
• CAS No.: 88790-90-3
• Molecular Formula: C12H11NO2
• Molecular Weight: 201.225
• Hs Code.: 2922499990
• Mol file: 88790-90-3.mol

Synonyms:3-aminonaphthalene-1-carboxylic acid methyl ester;3-Amino-[1]naphthoesaeure-methylester;1-Naphthalenecarboxylic acid,3-amino-,methyl ester;3-Amino-naphthalin-1-carbonsaeure-methylester;methyl 3-amino-5,6,7,8-tetrahydro-1-naphthoate;3-amino-[1]naphthoic acid methyl ester;2-Naphthylamin-4-carbonsaeure-methylester;METHYL 3-AMINO-1-NAPHTHOATE;

Chemical Property of METHYL 3-AMINO-1-NAPHTHOATE

Chemical Property:

• PSA: 52.32000
• LogP: 2.78980

Purity/Quality:

97% ^*data from raw suppliers

methyl3-aminonaphthalene-1-carboxylate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of METHYL 3-AMINO-1-NAPHTHOATE

There total 1 articles about METHYL 3-AMINO-1-NAPHTHOATE 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-nitro-1-naphthoic acid (4507-84-0) → methyl 3-amino-5,6,7,8-tetrahydro-1-naphthoate (88790-90-3)

Guidance literature:

Multi-step reaction with 2 steps

1: H₂SO₄

2: H₂ / Pd-C / ethanol

With sulfuric acid; hydrogen; palladium on activated charcoal; In ethanol;

DOI:10.1021/ja00978a038

Reference yield:

methyl 3-amino-5,6,7,8-tetrahydro-1-naphthoate (88790-90-3) → methyl 3-[(3R)-4-{[1-(3-ethoxyphenyl)-2-(4-methylphenyl)-1H-imidazol-4-yl]carbonyl}-3-(hydroxymethyl)piperazin-1-yl]-1-naphthoate (954410-00-5)

Guidance literature:

Multi-step reaction with 2 steps

1.1: hydrogen bromide; sodium nitrite / ethanol; water / 0.5 h / 0 °C

1.2: 0.83 h / 0 - 95 °C

2.1: caesium carbonate; DavePhos / tris-(dibenzylideneacetone)dipalladium⁽⁰⁾ / 1,4-dioxane / 15 h / 85 °C

With hydrogen bromide; caesium carbonate; DavePhos; sodium nitrite; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; In 1,4-dioxane; ethanol; water;

Reference yield:

methyl 3-amino-5,6,7,8-tetrahydro-1-naphthoate (88790-90-3) → methyl 3-((3R)-3-(aminomethyl)-4-{[1-(3-ethoxyphenyl)-2-(2-fluoro-4-methylphenyl)-1H-imidazol-4-yl]carbonyl}piperazin-1-yl)-1-naphthoate

Guidance literature:

Multi-step reaction with 12 steps

1.1: hydrogen bromide; sodium nitrite / ethanol; water / 0.5 h / 0 °C

1.2: 0.83 h / 0 - 95 °C

2.1: diisobutylaluminium hydride / tetrahydrofuran; toluene / 1.5 h / -78 - 20 °C

2.2: 2 h / 0 - 20 °C

3.1: 1H-imidazole; dmap / N,N-dimethyl-formamide / 15 h / 20 °C

4.1: caesium carbonate; DavePhos / tris-(dibenzylideneacetone)dipalladium⁽⁰⁾ / 1,4-dioxane / 15 h / 85 °C

5.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 1 h

6.1: pyridine; Dess-Martin periodane / dichloromethane / 3 h / 20 °C

7.1: sodium chlorite; sodium dihydrogenphosphate; 2-methyl-but-2-ene / water; tert-butyl alcohol / 18 h / 20 °C

7.2: pH 5

8.1: methanol; diethyl ether; hexane / 0.5 h

9.1: methanol; sodium methylate / tetrahydrofuran / 2 h / 0 °C

10.1: N-ethyl-N,N-diisopropylamine / dichloromethane / 1 h / 0 - 20 °C

11.1: sodium azide / N,N-dimethyl-formamide / 2 h

12.1: hydrogen / palladium(II) hydroxide/carbon / methanol / 2 h / 1551.49 Torr

With pyridine; 1H-imidazole; methanol; dmap; sodium chlorite; sodium dihydrogenphosphate; sodium azide; 2-methyl-but-2-ene; tetrabutyl ammonium fluoride; hydrogen bromide; hydrogen; sodium methylate; diisobutylaluminium hydride; caesium carbonate; Dess-Martin periodane; N-ethyl-N,N-diisopropylamine; DavePhos; sodium nitrite; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; palladium(II) hydroxide/carbon; In tetrahydrofuran; 1,4-dioxane; methanol; diethyl ether; ethanol; hexane; dichloromethane; water; N,N-dimethyl-formamide; toluene; tert-butyl alcohol;

upstream raw materials:

3-nitro-1-naphthoic acid

Downstream raw materials:

3-bromo-naphthalene-1-carboxylic acid methyl ester

3-fluoronaphthalene-1-carboxylic acid

1-bromo-3-fluoro-naphthalene

methyl 3-[(3R)-4-{[1-(3-ethoxyphenyl)-2-(4-methylphenyl)-1H-imidazol-4-yl]carbonyl}-3-(hydroxymethyl)piperazin-1-yl]-1-naphthoate

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