2-[4-(5-chloro-2-morpholin-4-ylbenzyloxy)-2-fluorophenyl]-1-cyclohexyl-1H-benzimidazole-5-carboxylic acid methyl ester

Base Information

Chemical Name:2-[4-(5-chloro-2-morpholin-4-ylbenzyloxy)-2-fluorophenyl]-1-cyclohexyl-1H-benzimidazole-5-carboxylic acid methyl ester
CAS No.:943513-66-4
Molecular Formula:C₃₂H₃₃ClFN₃O₄
Molecular Weight:578.083
Hs Code.:

Synonyms:2-[4-(5-chloro-2-morpholin-4-ylbenzyloxy)-2-fluorophenyl]-1-cyclohexyl-1H-benzimidazole-5-carboxylic acid methyl ester

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Chemical Property of 2-[4-(5-chloro-2-morpholin-4-ylbenzyloxy)-2-fluorophenyl]-1-cyclohexyl-1H-benzimidazole-5-carboxylic acid methyl ester

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Technology Process of 2-[4-(5-chloro-2-morpholin-4-ylbenzyloxy)-2-fluorophenyl]-1-cyclohexyl-1H-benzimidazole-5-carboxylic acid methyl ester

There total 5 articles about 2-[4-(5-chloro-2-morpholin-4-ylbenzyloxy)-2-fluorophenyl]-1-cyclohexyl-1H-benzimidazole-5-carboxylic acid methyl ester 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: 33.0%

: 844891-43-6
2-[4-(5-amino-2-morpholin-4-ylbenzyloxy)-2-fluorophenyl]-1-cyclohexyl-1H-benzimidazole-5-carboxylic acid methyl ester

: 943513-66-4
2-[4-(5-chloro-2-morpholin-4-ylbenzyloxy)-2-fluorophenyl]-1-cyclohexyl-1H-benzimidazole-5-carboxylic acid methyl ester

Guidance literature:: With tert.-butylnitrite; copper dichloride; In acetonitrile; at 20 ℃; for 2h;
DOI:10.1016/j.bmcl.2007.03.027

Reference yield:

: 501371-91-1
1-cyclohexyl-2-(2-fluoro-4-hydroxyphenyl)-1H-benzimidazole-5-carboxylic acid methyl ester

: 943513-66-4
2-[4-(5-chloro-2-morpholin-4-ylbenzyloxy)-2-fluorophenyl]-1-cyclohexyl-1H-benzimidazole-5-carboxylic acid methyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: 88 percent / triphenylphosphine; diisopropryl azodicarboxylate / tetrahydrofuran / 1 h / 20 °C

2: 99 percent / K₂CO₃ / dimethylsulfoxide / 12 h / 20 °C

3: 97 percent / iron; NH₄Cl / tetrahydrofuran; methanol; H₂O / 3 h / 90 °C

4: 33 percent / tert-butyl nitrite; CuCl₂ / acetonitrile / 2 h / 20 °C

With tert.-butylnitrite; iron; potassium carbonate; ammonium chloride; triphenylphosphine; copper dichloride; In tetrahydrofuran; methanol; water; dimethyl sulfoxide; acetonitrile; 1: Mitsunobu reaction / 4: Sandmeyer reaction;
DOI:10.1016/j.bmcl.2007.03.027

Reference yield:

: 844891-81-2
1-cyclohexyl-2-[2-fluoro-4-(2-morpholin-4-yl-5-nitrobenzyloxy)phenyl]-1H-benzimidazole-5-carboxylic acid methyl ester

: 943513-66-4
2-[4-(5-chloro-2-morpholin-4-ylbenzyloxy)-2-fluorophenyl]-1-cyclohexyl-1H-benzimidazole-5-carboxylic acid methyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: 97 percent / iron; NH₄Cl / tetrahydrofuran; methanol; H₂O / 3 h / 90 °C

2: 33 percent / tert-butyl nitrite; CuCl₂ / acetonitrile / 2 h / 20 °C

With tert.-butylnitrite; iron; ammonium chloride; copper dichloride; In tetrahydrofuran; methanol; water; acetonitrile; 2: Sandmeyer reaction;
DOI:10.1016/j.bmcl.2007.03.027