methyl 1-(4-fluorobenzyl)-1H-indazole-3-carboxylate

Base Information

• Chemical Name: methyl 1-(4-fluorobenzyl)-1H-indazole-3-carboxylate
• CAS No.: 1185287-50-6
• Molecular Formula: C16H13FN2O2
• Molecular Weight: 284.29
• Mol file: 1185287-50-6.mol

Synonyms:methyl 1-(4-fluorobenzyl)-1H-indazole-3-carboxylate

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Chemical Property of methyl 1-(4-fluorobenzyl)-1H-indazole-3-carboxylate

Chemical Property:

• PSA: 44.12000
• LogP: 3.01030

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of methyl 1-(4-fluorobenzyl)-1H-indazole-3-carboxylate

There total 2 articles about methyl 1-(4-fluorobenzyl)-1H-indazole-3-carboxylate 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: 92.0%

4-Fluorobenzyl bromide (459-46-1) + methyl 1H-indazole-3-carboxylate (43120-28-1) → methyl 1-(4-fluorobenzyl)-1H-indazole-3-carboxylate (1185287-50-6)

Guidance literature:

methyl 1H-indazole-3-carboxylate; With potassium tert-butylate; In tetrahydrofuran; at 25 ℃; Cooling with ice;

4-Fluorobenzyl bromide; In tetrahydrofuran; at 0 - 20 ℃; for 5h;

Reference yield:

3-methoxycarbonylindole (942-24-5) + 4-Fluorobenzyl bromide (459-46-1) → methyl 1-(4-fluorobenzyl)-1H-indazole-3-carboxylate (1185287-50-6)

Guidance literature:

3-methoxycarbonylindole; With potassium tert-butylate; In tetrahydrofuran; at 0 - 20 ℃; for 1h; Inert atmosphere;

4-Fluorobenzyl bromide; In tetrahydrofuran; at 0 ℃; for 48h;

DOI:10.1021/acschemneuro.7b00267

Reference yield:

methyl 1-(4-fluorobenzyl)-1H-indazole-3-carboxylate (1185287-50-6) → N-{(1S)-1-[({[5-(aminocarbonyl)-1,3,4-oxadiazol-2-yl]methyl}amino)carbonyl]-2,2-dimethylpropyl}-1-(4-fluorobenzyl)-1H-indazole-3-carboxamide (1185282-10-3)

Guidance literature:

Multi-step reaction with 2 steps

1: sodium hydroxide / methanol / 12 h / 18 - 25 °C

2: triethylamine; O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate / dichloromethane / 1 h / 18 - 25 °C

With O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; triethylamine; sodium hydroxide; In methanol; dichloromethane;

upstream raw materials:

4-Fluorobenzyl bromide

methyl 1H-indazole-3-carboxylate

3-methoxycarbonylindole

Downstream raw materials:

N-{(1S)-1-[({[5-(aminocarbonyl)-1,3,4-oxadiazol-2-yl]methyl}amino)carbonyl]-2,2-dimethylpropyl}-1-(4-fluorobenzyl)-1H-indazole-3-carboxamide

ADB-FUBINACA

N-(1-amino-3-methyl-1-oxobutan-2-yl)-1-(4-fluorobenzyl)-1H-indazole-3-carboxamide

N-[(1S)-2-amino-2-oxo-1-phenylethyl]-1-(4-fluorobenzyl)-1H-indazole-3-carboxamide