(+/-)-N-(2'-fluorophenyl)-2-(α-hydroxy-2',4'-dimethoxybenzyl)pyrrole

Base Information

• Chemical Name: (+/-)-N-(2'-fluorophenyl)-2-(α-hydroxy-2',4'-dimethoxybenzyl)pyrrole
• CAS No.: 172467-17-3
• Molecular Formula: C₁₉H₁₈FNO₃
• Molecular Weight: 327.355
• Mol file: 172467-17-3.mol

Synonyms:(+/-)-N-(2'-fluorophenyl)-2-(α-hydroxy-2',4'-dimethoxybenzyl)pyrrole

Chemical Property of (+/-)-N-(2'-fluorophenyl)-2-(α-hydroxy-2',4'-dimethoxybenzyl)pyrrole

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

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Technology Process of (+/-)-N-(2'-fluorophenyl)-2-(α-hydroxy-2',4'-dimethoxybenzyl)pyrrole

There total 1 articles about (+/-)-N-(2'-fluorophenyl)-2-(α-hydroxy-2',4'-dimethoxybenzyl)pyrrole 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: 78.0%

N-(2-fluorophenyl)pyrrole-2-carboxaldehyde (132407-65-9) + 2,4-dimethoxyphenylmagnesium bromide (138109-49-6) → (+/-)-N-(2'-fluorophenyl)-2-(α-hydroxy-2',4'-dimethoxybenzyl)pyrrole (172467-17-3)

Guidance literature:

In tetrahydrofuran; for 4h; Heating;

DOI:10.1021/jm00022a005

Reference yield:

(+/-)-N-(2'-fluorophenyl)-2-(α-hydroxy-2',4'-dimethoxybenzyl)pyrrole (172467-17-3) → (+/-)-1-<(N,N-dimethylamino)methyl>-4-(2',4'-dimethoxyphenyl)-4H-pyrrolo<2,1-c><1,4>benzothiazine

Guidance literature:

Multi-step reaction with 3 steps

1: 1.) triphenylphosphine, DiPAD / 1.) THF, 30 min, 0 deg C, 2.) THF, a) 0 deg C, 5 h, b) RT, 3 h

2: 1.) sodium methoxide, 2.) NaH / 1.) MeOH, RT, 1 h, 2.) DMF, 80 deg C, 1 h

3: 87 percent / acetic acid / 12 h / Ambient temperature

With sodium methylate; sodium hydride; diisopropyl (E)-azodicarboxylate; triphenylphosphine; In acetic acid;

DOI:10.1021/jm00022a005

Reference yield:

(+/-)-N-(2'-fluorophenyl)-2-(α-hydroxy-2',4'-dimethoxybenzyl)pyrrole (172467-17-3) → (+/-)-4-(2',4'-dimethoxyphenyl)-1-(morpholinomethyl)-4H-pyrrolo<2,1-c><1,4>benzothiazine

Guidance literature:

Multi-step reaction with 4 steps

1: 1.) triphenylphosphine, DiPAD / 1.) THF, 30 min, 0 deg C, 2.) THF, a) 0 deg C, 5 h, b) RT, 3 h

2: 1.) sodium methoxide, 2.) NaH / 1.) MeOH, RT, 1 h, 2.) DMF, 80 deg C, 1 h

3: 91 percent / phosphorus oxychloride / 3.5 h / 50 °C

4: 76 percent / acetic acid / 24 h / Ambient temperature

With sodium methylate; sodium hydride; diisopropyl (E)-azodicarboxylate; triphenylphosphine; trichlorophosphate; In acetic acid;

DOI:10.1021/jm00022a005

upstream raw materials:

N-(2-fluorophenyl)pyrrole-2-carboxaldehyde

2,4-dimethoxyphenylmagnesium bromide

Downstream raw materials:

(+/-)-2-<α-(acetylthio)-2',4'-dimethoxybenzyl>-N-(p-fluorophenyl)pyrrole