5-chloro-4-(4-chloro-1-methyl-1H-pyrazol-5-yl)-N-{(1S)-2-(1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)-1-[(3-fluorophenyl)methyl]ethyl}-2-thiophenecarboxamide

Base Information

• Chemical Name: 5-chloro-4-(4-chloro-1-methyl-1H-pyrazol-5-yl)-N-{(1S)-2-(1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)-1-[(3-fluorophenyl)methyl]ethyl}-2-thiophenecarboxamide
• CAS No.: 1047645-80-6
• Molecular Formula: C₂₆H₁₉Cl₂FN₄O₃S
• Molecular Weight: 557.432
• Mol file: 1047645-80-6.mol

Synonyms:5-chloro-4-(4-chloro-1-methyl-1H-pyrazol-5-yl)-N-{(1S)-2-(1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)-1-[(3-fluorophenyl)methyl]ethyl}-2-thiophenecarboxamide

Chemical Property of 5-chloro-4-(4-chloro-1-methyl-1H-pyrazol-5-yl)-N-{(1S)-2-(1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)-1-[(3-fluorophenyl)methyl]ethyl}-2-thiophenecarboxamide

Chemical Property:

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 5-chloro-4-(4-chloro-1-methyl-1H-pyrazol-5-yl)-N-{(1S)-2-(1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)-1-[(3-fluorophenyl)methyl]ethyl}-2-thiophenecarboxamide

There total 10 articles about 5-chloro-4-(4-chloro-1-methyl-1H-pyrazol-5-yl)-N-{(1S)-2-(1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)-1-[(3-fluorophenyl)methyl]ethyl}-2-thiophenecarboxamide 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: 74.0%

5-chloro-4-(4-chloro-1-methyl-1H-pyrazol-5-yl)thiophene-2-carboxylic acid (1047630-61-4) + 2-[(2S)-2-amino-3-(3-fluorophenyl)propyl]-1H-isoindole-1,3(2H)-dione (943325-38-0) → 5-chloro-4-(4-chloro-1-methyl-1H-pyrazol-5-yl)-N-{(1S)-2-(1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)-1-[(3-fluorophenyl)methyl]ethyl}-2-thiophenecarboxamide (1047645-80-6)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; bromo-tris(1-pyrrolidinyl)phosphonium hexafluorophosphate; In dichloromethane; at 20 ℃; for 12h;

Reference yield:

5-Chlorothiophene-2-carboxylic acid (24065-33-6) → 5-chloro-4-(4-chloro-1-methyl-1H-pyrazol-5-yl)-N-{(1S)-2-(1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)-1-[(3-fluorophenyl)methyl]ethyl}-2-thiophenecarboxamide (1047645-80-6)

Guidance literature:

Multi-step reaction with 6 steps

1: sulfuric acid / 53 °C

2: N,N,N-trimethylbenzenemethanaminium dichloroiodate; zinc(II) chloride / acetic acid / 70 °C

3: C₂₄H₅₄P₂Pd; potassium carbonate / 1,4-dioxane; water / 70 °C

4: N-chloro-succinimide / tetrahydrofuran / 70 °C

5: sodium hydroxide / tetrahydrofuran; water; methanol

6: N-ethyl-N,N-diisopropylamine; PyBroP / dichloromethane

With N-chloro-succinimide; sulfuric acid; C₂₄H₅₄P₂Pd; potassium carbonate; N,N,N-trimethylbenzenemethanaminium dichloroiodate; N-ethyl-N,N-diisopropylamine; PyBroP; sodium hydroxide; zinc(II) chloride; In tetrahydrofuran; 1,4-dioxane; methanol; dichloromethane; water; acetic acid;

DOI:10.1358/dof.2014.039.08.2177902

Reference yield:

methyl 5-chloro-2-thiophenecarboxylate (35475-03-7) → 5-chloro-4-(4-chloro-1-methyl-1H-pyrazol-5-yl)-N-{(1S)-2-(1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)-1-[(3-fluorophenyl)methyl]ethyl}-2-thiophenecarboxamide (1047645-80-6)

Guidance literature:

Multi-step reaction with 5 steps

1: N,N,N-trimethylbenzenemethanaminium dichloroiodate; zinc(II) chloride / acetic acid / 70 °C

2: C₂₄H₅₄P₂Pd; potassium carbonate / 1,4-dioxane; water / 70 °C

3: N-chloro-succinimide / tetrahydrofuran / 70 °C

4: sodium hydroxide / tetrahydrofuran; water; methanol

5: N-ethyl-N,N-diisopropylamine; PyBroP / dichloromethane

With N-chloro-succinimide; C₂₄H₅₄P₂Pd; potassium carbonate; N,N,N-trimethylbenzenemethanaminium dichloroiodate; N-ethyl-N,N-diisopropylamine; PyBroP; sodium hydroxide; zinc(II) chloride; In tetrahydrofuran; 1,4-dioxane; methanol; dichloromethane; water; acetic acid;

DOI:10.1358/dof.2014.039.08.2177902

upstream raw materials:

5-chloro-4-(4-chloro-1-methyl-1H-pyrazol-5-yl)thiophene-2-carboxylic acid

2-[(2S)-2-amino-3-(3-fluorophenyl)propyl]-1H-isoindole-1,3(2H)-dione

methyl 5-chloro-4-iodo-2-thiophenecarboxylate

methyl 5-chloro-4-(1-methylpyrazol-5-yl)-2-thiophenecarboxylate

Downstream raw materials:

N-{(1S)-2-amino-1-[(3-fluorophenyl)methyl] ethyl}-5-chloro-4-(4-chloro-1-methyl-1H-pyrazol-5-yl)-2-thiophenecarboxamide

Refernces

• 1、 -. "INHIBITORS OF AKT ACTIVITY". Page/Page column 191. . Retrieved 2008/12/08.