6-(3-chloro-2-fluorobenzyl)-7-fluoro-1-[2-methyl-1-(tetrahydropyran-2-yloxymethyl)prop-1-yl]-4-oxo-1,4-dihydroquinoline-3-carboxylic acid ethyl ester

Base Information

• Chemical Name: 6-(3-chloro-2-fluorobenzyl)-7-fluoro-1-[2-methyl-1-(tetrahydropyran-2-yloxymethyl)prop-1-yl]-4-oxo-1,4-dihydroquinoline-3-carboxylic acid ethyl ester
• CAS No.: 1261283-91-3
• Molecular Formula: C₂₉H₃₂ClF₂NO₅
• Molecular Weight: 548.027
• Mol file: 1261283-91-3.mol

Synonyms:6-(3-chloro-2-fluorobenzyl)-7-fluoro-1-[2-methyl-1-(tetrahydropyran-2-yloxymethyl)prop-1-yl]-4-oxo-1,4-dihydroquinoline-3-carboxylic acid ethyl ester

Chemical Property of 6-(3-chloro-2-fluorobenzyl)-7-fluoro-1-[2-methyl-1-(tetrahydropyran-2-yloxymethyl)prop-1-yl]-4-oxo-1,4-dihydroquinoline-3-carboxylic acid ethyl ester

Chemical Property:

Purity/Quality:

98% HPLC ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 6-(3-chloro-2-fluorobenzyl)-7-fluoro-1-[2-methyl-1-(tetrahydropyran-2-yloxymethyl)prop-1-yl]-4-oxo-1,4-dihydroquinoline-3-carboxylic acid ethyl ester

There total 9 articles about 6-(3-chloro-2-fluorobenzyl)-7-fluoro-1-[2-methyl-1-(tetrahydropyran-2-yloxymethyl)prop-1-yl]-4-oxo-1,4-dihydroquinoline-3-carboxylic acid ethyl ester 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-chloro-2-fluorobenzyl zinc bromide (869893-91-4) + 7-fluoro-6-iodo-1-[1-(S)-2-methyl-1-(tetrahydropyran-2-yloxymethyl)prop-1-yl]-4-oxo-1,4-dihydroquinoline-3-carboxylic acid ethyl ester (1261283-89-9) → 6-(3-chloro-2-fluorobenzyl)-7-fluoro-1-[2-methyl-1-(tetrahydropyran-2-yloxymethyl)prop-1-yl]-4-oxo-1,4-dihydroquinoline-3-carboxylic acid ethyl ester (1261283-91-3)

Guidance literature:

tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; at 40 ℃; for 6h; Product distribution / selectivity; Inert atmosphere;

Reference yield:

(S)-valinol (2026-48-4,473-75-6) → 6-(3-chloro-2-fluorobenzyl)-7-fluoro-1-[2-methyl-1-(tetrahydropyran-2-yloxymethyl)prop-1-yl]-4-oxo-1,4-dihydroquinoline-3-carboxylic acid ethyl ester (1261283-91-3)

Guidance literature:

Multi-step reaction with 4 steps

1: toluene / 1.5 h / 20 °C / Cooling

2: potassium carbonate / N,N-dimethyl-formamide / 20 °C

3: toluene-4-sulfonic acid / dichloromethane / 10 - 15 °C

4: tetrakis(triphenylphosphine) palladium⁽⁰⁾ / tetrahydrofuran / 6 h / 40 °C / Inert atmosphere

With potassium carbonate; toluene-4-sulfonic acid; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide; toluene;

Reference yield:

2,4-difluoro-5-iodobenzoic acid (161531-51-7) → 6-(3-chloro-2-fluorobenzyl)-7-fluoro-1-[2-methyl-1-(tetrahydropyran-2-yloxymethyl)prop-1-yl]-4-oxo-1,4-dihydroquinoline-3-carboxylic acid ethyl ester (1261283-91-3)

Guidance literature:

Multi-step reaction with 6 steps

1: thionyl chloride / N,N-dimethyl-formamide; toluene / 85 - 90 °C / Inert atmosphere

2: N-ethyl-N,N-diisopropylamine / toluene / 4.5 h / 90 - 95 °C

3: toluene / 1.5 h / 20 °C / Cooling

4: potassium carbonate / N,N-dimethyl-formamide / 20 °C

5: toluene-4-sulfonic acid / dichloromethane / 10 - 15 °C

6: tetrakis(triphenylphosphine) palladium⁽⁰⁾ / tetrahydrofuran / 6 h / 40 °C / Inert atmosphere

With thionyl chloride; potassium carbonate; toluene-4-sulfonic acid; N-ethyl-N,N-diisopropylamine; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide; toluene;

upstream raw materials:

2,4-difluoro-benzoic acid

(S)-valinol

2,4-difluoro-5-iodobenzoic acid

L-valine

Downstream raw materials:

elvitegravir

6-(3-chloro-2-fluorobenzyl)-7-methoxy-1-[1-(S)-2-methyl-1-(tetrahydropyran-2-yloxymethyl)prop-1-yl]-4-oxo-1,4-dihydroquinoline-3-carboxylic acid

6-(3-chloro-2-fluorobenzyl)-7-fluoro-1-((S)-1-hydroxymethyl-2-methylprop-1-yl)-4-oxo-1,4-dihydroquinoline-3-carboxylic acid

1(S)-[1-(tert-butyldimethylsilanyloxymethyl)-2-methylprop-1-yl]-6-(3-chloro-2-fluorobenzyl)-7-fluoro-4-oxo-1,4-dihydroquinoline-3-carboxylic acid