3-{3-[4-(2,6-diisobutyryloxyisonicotinoyloxy)-5-chloro-2-pyridyloxycarbonyl]benzoyl}-1-ethoxymethyl-5-fluorouracil

Base Information

• Chemical Name: 3-{3-[4-(2,6-diisobutyryloxyisonicotinoyloxy)-5-chloro-2-pyridyloxycarbonyl]benzoyl}-1-ethoxymethyl-5-fluorouracil
• CAS No.: 1296177-10-0
• Molecular Formula: C₃₄H₃₀ClFN₄O₁₂
• Molecular Weight: 741.083
• Mol file: 1296177-10-0.mol

Synonyms:3-{3-[4-(2,6-diisobutyryloxyisonicotinoyloxy)-5-chloro-2-pyridyloxycarbonyl]benzoyl}-1-ethoxymethyl-5-fluorouracil

Chemical Property of 3-{3-[4-(2,6-diisobutyryloxyisonicotinoyloxy)-5-chloro-2-pyridyloxycarbonyl]benzoyl}-1-ethoxymethyl-5-fluorouracil

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3-{3-[4-(2,6-diisobutyryloxyisonicotinoyloxy)-5-chloro-2-pyridyloxycarbonyl]benzoyl}-1-ethoxymethyl-5-fluorouracil

There total 11 articles about 3-{3-[4-(2,6-diisobutyryloxyisonicotinoyloxy)-5-chloro-2-pyridyloxycarbonyl]benzoyl}-1-ethoxymethyl-5-fluorouracil 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: 87.0%

3-{3-[4-(2,6-dihydroxyisonicotinoyloxy)-5-chloro-2-pyridyloxycarbonyl]benzoyl}-1-ethoxymethyl-5-fluorouracil (1296176-98-1) + isobutyryl chloride (79-30-1) → 3-{3-[4-(2,6-diisobutyryloxyisonicotinoyloxy)-5-chloro-2-pyridyloxycarbonyl]benzoyl}-1-ethoxymethyl-5-fluorouracil (1296177-10-0)

Guidance literature:

With pyridine; In 1,2-dimethoxyethane; for 0.5h; Cooling with ice;

Reference yield:

2,6-dichloropyridine-4-carboxylic acid (5398-44-7) → 3-{3-[4-(2,6-diisobutyryloxyisonicotinoyloxy)-5-chloro-2-pyridyloxycarbonyl]benzoyl}-1-ethoxymethyl-5-fluorouracil (1296177-10-0)

Guidance literature:

Multi-step reaction with 5 steps

1: sodium hydride / N,N-dimethyl-formamide / 4 h / 80 °C / Inert atmosphere; Cooling

2: thionyl chloride / N,N-dimethyl-formamide / toluene / 4.5 h / 80 °C

3: triethylamine / 1,4-dioxane / 8 h / 20 °C / Cooling with ice

4: hydrogen / palladium(II) hydroxide / 1,4-dioxane / 1 h

5: pyridine / 1,2-dimethoxyethane / 0.5 h / Cooling with ice

With pyridine; thionyl chloride; hydrogen; sodium hydride; triethylamine; palladium(II) hydroxide; N,N-dimethyl-formamide; In 1,4-dioxane; 1,2-dimethoxyethane; N,N-dimethyl-formamide; toluene;

Reference yield:

2,6-dibenzyloxyisonicotinic acid (1296176-75-4) → 3-{3-[4-(2,6-diisobutyryloxyisonicotinoyloxy)-5-chloro-2-pyridyloxycarbonyl]benzoyl}-1-ethoxymethyl-5-fluorouracil (1296177-10-0)

Guidance literature:

Multi-step reaction with 4 steps

1: thionyl chloride / N,N-dimethyl-formamide / toluene / 4.5 h / 80 °C

2: triethylamine / 1,4-dioxane / 8 h / 20 °C / Cooling with ice

3: hydrogen / palladium(II) hydroxide / 1,4-dioxane / 1 h

4: pyridine / 1,2-dimethoxyethane / 0.5 h / Cooling with ice

With pyridine; thionyl chloride; hydrogen; triethylamine; palladium(II) hydroxide; N,N-dimethyl-formamide; In 1,4-dioxane; 1,2-dimethoxyethane; toluene;

upstream raw materials:

3-{3-[4-(2,6-dihydroxyisonicotinoyloxy)-5-chloro-2-pyridyloxycarbonyl]benzoyl}-1-ethoxymethyl-5-fluorouracil

isobutyryl chloride

2,6-dichloropyridine-4-carboxylic acid

2,6-dibenzyloxyisonicotinic acid

Refernces