8-(2-cyclopropyl-6-fluorobenzyl)-6-ethynyl-2-[4-(4-methyl-piperazin-1-yl)-phenylamino]-8H-pyrido[2,3-d]pyrimidin-7-one

Base Information

• Chemical Name: 8-(2-cyclopropyl-6-fluorobenzyl)-6-ethynyl-2-[4-(4-methyl-piperazin-1-yl)-phenylamino]-8H-pyrido[2,3-d]pyrimidin-7-one
• CAS No.: 1352132-87-6
• Molecular Formula: C₃₀H₂₉FN₆O
• Molecular Weight: 508.598
• Mol file: 1352132-87-6.mol

Synonyms:8-(2-cyclopropyl-6-fluorobenzyl)-6-ethynyl-2-[4-(4-methyl-piperazin-1-yl)-phenylamino]-8H-pyrido[2,3-d]pyrimidin-7-one

Chemical Property of 8-(2-cyclopropyl-6-fluorobenzyl)-6-ethynyl-2-[4-(4-methyl-piperazin-1-yl)-phenylamino]-8H-pyrido[2,3-d]pyrimidin-7-one

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 8-(2-cyclopropyl-6-fluorobenzyl)-6-ethynyl-2-[4-(4-methyl-piperazin-1-yl)-phenylamino]-8H-pyrido[2,3-d]pyrimidin-7-one

There total 10 articles about 8-(2-cyclopropyl-6-fluorobenzyl)-6-ethynyl-2-[4-(4-methyl-piperazin-1-yl)-phenylamino]-8H-pyrido[2,3-d]pyrimidin-7-one 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:

2-bromo-6-fluorobenzoic acid (2252-37-1) → 8-(2-cyclopropyl-6-fluorobenzyl)-6-ethynyl-2-[4-(4-methyl-piperazin-1-yl)-phenylamino]-8H-pyrido[2,3-d]pyrimidin-7-one (1352132-87-6)

Guidance literature:

Multi-step reaction with 9 steps

1.1: sulfuric acid / 12 h / 80 °C

2.1: potassium phosphate / tetrakis(triphenylphosphine) palladium⁽⁰⁾ / toluene; water / 2.5 h / Inert atmosphere; Reflux

3.1: lithium aluminium tetrahydride / tetrahydrofuran / 20 °C

3.2: 0 - 20 °C

4.1: thionyl chloride / dichloromethane / 4 h / Reflux

5.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 0.5 h / 20 °C

5.2: 18 h

6.1: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 0 - 5 °C

7.1: 6 h / 140 °C

8.1: triethylamine / copper(l) iodide; bis-triphenylphosphine-palladium(II) chloride / 1.5 h / 80 °C / Microwave irradiation

9.1: potassium carbonate; methanol / 0.5 h / 20 °C

With methanol; potassium phosphate; lithium aluminium tetrahydride; thionyl chloride; sulfuric acid; sodium hydride; potassium carbonate; triethylamine; 3-chloro-benzenecarboperoxoic acid; bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; dichloromethane; water; N,N-dimethyl-formamide; toluene; mineral oil; 2.1: Suzuki Coupling / 8.1: Sonogashira Coupling;

Reference yield:

C33H37FN6OSi → 8-(2-cyclopropyl-6-fluorobenzyl)-6-ethynyl-2-[4-(4-methyl-piperazin-1-yl)-phenylamino]-8H-pyrido[2,3-d]pyrimidin-7-one (1352132-87-6)

Guidance literature:

With methanol; potassium carbonate; at 20 ℃; for 0.5h;

Reference yield:

2-chloromethyl-1-cyclopropyl-3-fluorobenzene (1352133-15-3) → 8-(2-cyclopropyl-6-fluorobenzyl)-6-ethynyl-2-[4-(4-methyl-piperazin-1-yl)-phenylamino]-8H-pyrido[2,3-d]pyrimidin-7-one (1352132-87-6)

Guidance literature:

Multi-step reaction with 5 steps

1.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 0.5 h / 20 °C

1.2: 18 h

2.1: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 0 - 5 °C

3.1: 6 h / 140 °C

4.1: triethylamine / copper(l) iodide; bis-triphenylphosphine-palladium(II) chloride / 1.5 h / 80 °C / Microwave irradiation

5.1: potassium carbonate; methanol / 0.5 h / 20 °C

With methanol; sodium hydride; potassium carbonate; triethylamine; 3-chloro-benzenecarboperoxoic acid; bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; In dichloromethane; N,N-dimethyl-formamide; mineral oil; 4.1: Sonogashira Coupling;

upstream raw materials:

2-methanesulfanyl-8H-pyrido[2,3-d]pyrimidin-7-one

6-bromo-2-methylsulfanyl-8H-pyrido[2,3-d]pyrimidin-7-one

2-bromo-6-fluorobenzoic acid

(2-cyclopropyl-6-fluorophenyl)-methanol