4-Quinazolineacetic acid, 8-fluoro-3,4-dihydro-2-[4-(3-methoxyphenyl)-1-piperazinyl]-3-[2-methoxy-5-(trifluoromethyl)phenyl]-

Base Information

• Chemical Name: 4-Quinazolineacetic acid, 8-fluoro-3,4-dihydro-2-[4-(3-methoxyphenyl)-1-piperazinyl]-3-[2-methoxy-5-(trifluoromethyl)phenyl]-
• CAS No.: 791116-51-3
• Molecular Formula: C₂₉H₂₈F₄N₄O₄
• Molecular Weight: 572.559
• Mol file: 791116-51-3.mol

Synonyms:

Chemical Property of 4-Quinazolineacetic acid, 8-fluoro-3,4-dihydro-2-[4-(3-methoxyphenyl)-1-piperazinyl]-3-[2-methoxy-5-(trifluoromethyl)phenyl]-

Chemical Property:

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 4-Quinazolineacetic acid, 8-fluoro-3,4-dihydro-2-[4-(3-methoxyphenyl)-1-piperazinyl]-3-[2-methoxy-5-(trifluoromethyl)phenyl]-

There total 12 articles about 4-Quinazolineacetic acid, 8-fluoro-3,4-dihydro-2-[4-(3-methoxyphenyl)-1-piperazinyl]-3-[2-methoxy-5-(trifluoromethyl)phenyl]- 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: 100.0%

methyl 2-[8-fluoro-3-[2-methoxy-5-(trifluoromethyl)phenyl]-2-[4-(3-methoxyphenyl)piperazin-1-yl]-3,4-dihydroquinazolin-4-yl] acetate (791117-40-3) → (+/-)-{8-fluoro-2-[4-(3-methoxyphenyl)-piperazin-1-yl]-3-[2-methoxy-5-trifluoromethyl-phenyl]-3,4-dihydro-quinazolin-4-yl}acetic acid (791116-51-3)

Guidance literature:

With sodium hydroxide; water; In 1,4-dioxane; at 20 ℃; for 2h; Product distribution / selectivity;

Reference yield: 100.0%

(R)-2-(8-fluoro-3-(2-methoxy-5-(trifluoromethyl)phenyl)-2-(4-(3-methoxyphenyl)piperazin-1-yl)-3,4-dihydroquinazolin-4-yl)acetic acid (917389-37-8) → (+/-)-{8-fluoro-2-[4-(3-methoxyphenyl)-piperazin-1-yl]-3-[2-methoxy-5-trifluoromethyl-phenyl]-3,4-dihydro-quinazolin-4-yl}acetic acid (791116-51-3)

Guidance literature:

(R)-2-(8-fluoro-3-(2-methoxy-5-(trifluoromethyl)phenyl)-2-(4-(3-methoxyphenyl)piperazin-1-yl)-3,4-dihydroquinazolin-4-yl)acetic acid; With methanol; sodium methylate; In acetonitrile; for 60h; Heating / reflux;

With hydrogenchloride; water; In 4-methyl-2-pentanone; acetonitrile; pH=7 - 7.5; Product distribution / selectivity;

Reference yield:

2-bromo-6-fluoroaniline (65896-11-9) → (+/-)-{8-fluoro-2-[4-(3-methoxyphenyl)-piperazin-1-yl]-3-[2-methoxy-5-trifluoromethyl-phenyl]-3,4-dihydro-quinazolin-4-yl}acetic acid (791116-51-3)

Guidance literature:

Multi-step reaction with 5 steps

1: acetonitrile / 38 - 45 h / 35 - 88 °C

2: triethylamine / dichloro bis(acetonitrile) palladium(II); tris-(o-tolyl)phosphine / Isobutyronitrile / 16 - 22 h / 90 - 102 °C

3: 1,8-diazabicyclo[5.4.0]undec-7-ene; trichlorophosphate / chlorobenzene / 9.17 - 9.33 h / 120 - 130 °C / Heating / reflux

4: 1,8-diazabicyclo[5.4.0]undec-7-ene / 1,4-dioxane; chlorobenzene / 22 h / 20 °C / Heating / reflux

5: sodium hydroxide; water / 1,4-dioxane / 2 h / 20 °C

With sodium hydroxide; water; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; trichlorophosphate; dichloro bis(acetonitrile) palladium(II); tris-(o-tolyl)phosphine; In 1,4-dioxane; Isobutyronitrile; chlorobenzene; acetonitrile;

upstream raw materials:

methyl 2-[8-fluoro-3-[2-methoxy-5-(trifluoromethyl)phenyl]-2-[4-(3-methoxyphenyl)piperazin-1-yl]-3,4-dihydroquinazolin-4-yl] acetate

(R)-2-(8-fluoro-3-(2-methoxy-5-(trifluoromethyl)phenyl)-2-(4-(3-methoxyphenyl)piperazin-1-yl)-3,4-dihydroquinazolin-4-yl)acetic acid

(R)-methyl 2-(8-fluoro-3-(2-methoxy-5-(trifluoromethyl)phenyl)-2-(4-(3-methoxyphenyl)piperazin-1-yl)-3,4-dihydroquinazolin-4-yl)acetate

2-Fluoroaniline

Downstream raw materials:

methyl 2-[8-fluoro-3-[2-methoxy-5-(trifluoromethyl)phenyl]-2-[4-(3-methoxyphenyl)piperazin-1-yl]-3,4-dihydroquinazolin-4-yl] acetate

(R)-methyl 2-(8-fluoro-3-(2-methoxy-5-(trifluoromethyl)phenyl)-2-(4-(3-methoxyphenyl)piperazin-1-yl)-3,4-dihydroquinazolin-4-yl)acetate

(R)-2-(8-fluoro-3-(2-methoxy-5-(trifluoromethyl)phenyl)-2-(4-(3-methoxyphenyl)piperazin-1-yl)-3,4-dihydroquinazolin-4-yl)acetic acid

(S)-2-(8-fluoro-3-(2-methoxy-5-(trifluoromethyl)-phenyl)-2-(4-(3-methoxyphenyl)piperazin-1-yl)-3,4-dihydroquinazolin-4-yl)acetic acid