6-[3-(1,1-Dimethylethoxy)phenyl]-1,2-dihydro-2-oxo-3-pyridinecarboxylic acid

Base Information

• Chemical Name: 6-[3-(1,1-Dimethylethoxy)phenyl]-1,2-dihydro-2-oxo-3-pyridinecarboxylic acid
• CAS No.: 147269-17-8
• Molecular Formula: C₁₆H₁₇NO₄
• Molecular Weight: 287.315
• DSSTox Substance ID: DTXSID001141784
• Mol file: 147269-17-8.mol

Synonyms:DTXSID001141784;6-[3-(1,1-Dimethylethoxy)phenyl]-1,2-dihydro-2-oxo-3-pyridinecarboxylic acid;147269-17-8

Chemical Property of 6-[3-(1,1-Dimethylethoxy)phenyl]-1,2-dihydro-2-oxo-3-pyridinecarboxylic acid

Chemical Property:

• XLogP3: 3.1
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 4
• Exact Mass: 287.11575802
• Heavy Atom Count: 21
• Complexity: 499

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC(C)(C)OC1=CC=CC(=C1)C2=CC=C(C(=O)N2)C(=O)O

Technology Process of 6-[3-(1,1-Dimethylethoxy)phenyl]-1,2-dihydro-2-oxo-3-pyridinecarboxylic acid

There total 2 articles about 6-[3-(1,1-Dimethylethoxy)phenyl]-1,2-dihydro-2-oxo-3-pyridinecarboxylic acid 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:

6-(3-tert-Butoxy-phenyl)-2-oxo-1,2-dihydro-pyridine-3-carbonitrile (147269-14-5) → 6-(3-tert-Butoxy-phenyl)-2-oxo-1,2-dihydro-pyridine-3-carboxylic acid (147269-17-8)

Guidance literature:

With hydrogen bromide; In acetic acid; Heating;

DOI:10.1021/jm00046a015

Reference yield:

3-(t-butoxy)acetophenone (99376-84-8) → 6-(3-tert-Butoxy-phenyl)-2-oxo-1,2-dihydro-pyridine-3-carboxylic acid (147269-17-8)

Guidance literature:

Multi-step reaction with 2 steps

1: sodium methylate / 1.) acetonitrile, reflux, 2.) DMF, 100 deg C

2: hydrogen bromide / acetic acid / Heating

With hydrogen bromide; sodium methylate; In acetic acid;

DOI:10.1021/jm00046a015

Reference yield:

6-(3-tert-Butoxy-phenyl)-2-oxo-1,2-dihydro-pyridine-3-carboxylic acid (147269-17-8) → 6-(3-tert-Butoxy-phenyl)-3-isocyanato-1H-pyridin-2-one

Guidance literature:

With diphenyl-phosphinic acid; triethylamine; In 1,4-dioxane; Heating;

DOI:10.1021/jm00046a015

upstream raw materials:

6-(3-tert-Butoxy-phenyl)-2-oxo-1,2-dihydro-pyridine-3-carbonitrile

3-(t-butoxy)acetophenone

Downstream raw materials:

[6-(3-tert-Butoxy-phenyl)-2-oxo-1,2-dihydro-pyridin-3-yl]-carbamic acid benzyl ester

{6-(3-tert-Butoxy-phenyl)-2-oxo-1-[(3,3,3-trifluoro-2-hydroxy-1-isopropyl-propylcarbamoyl)-methyl]-1,2-dihydro-pyridin-3-yl}-carbamic acid benzyl ester

2-[3-benzyloxycarbonylamino-6-(3-tert-butoxyphenyl)-2-oxo-1,2-dihydro-1-pyridyl]-N-(3,3,3-trifluoro-1-isopropyl-2-oxopropyl)acetamide

(6-(3-tert-Butoxy-phenyl)-1-{[2-(tert-butyl-dimethyl-silanyloxy)-3,3,3-trifluoro-1-isopropyl-propylcarbamoyl]-methyl}-2-oxo-1,2-dihydro-pyridin-3-yl)-carbamic acid benzyl ester

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