methyl 1-<(2'-cyanobiphenyl-4-yl)methyl>-2-(N-ethyl-N-methylamino)-1H-benzimidazole-7-carboxylate

Base Information

Chemical Name:methyl 1-<(2'-cyanobiphenyl-4-yl)methyl>-2-(N-ethyl-N-methylamino)-1H-benzimidazole-7-carboxylate
CAS No.:139481-50-8
Molecular Formula:C₂₆H₂₄N₄O₂
Molecular Weight:424.502
Hs Code.:

Synonyms:methyl 1-<(2'-cyanobiphenyl-4-yl)methyl>-2-(N-ethyl-N-methylamino)-1H-benzimidazole-7-carboxylate

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Chemical Property of methyl 1-<(2'-cyanobiphenyl-4-yl)methyl>-2-(N-ethyl-N-methylamino)-1H-benzimidazole-7-carboxylate

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Technology Process of methyl 1-<(2'-cyanobiphenyl-4-yl)methyl>-2-(N-ethyl-N-methylamino)-1H-benzimidazole-7-carboxylate

There total 10 articles about methyl 1-<(2'-cyanobiphenyl-4-yl)methyl>-2-(N-ethyl-N-methylamino)-1H-benzimidazole-7-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: 82.0%

: 139481-56-4
3-(2'-Cyano-biphenyl-4-ylmethyl)-2-ethylamino-3H-benzoimidazole-4-carboxylic acid methyl ester

: 74-88-4
methyl iodide

: 139481-50-8
methyl 1-<(2'-cyanobiphenyl-4-yl)methyl>-2-(N-ethyl-N-methylamino)-1H-benzimidazole-7-carboxylate

Guidance literature:: With sodium hydride; In N,N-dimethyl-formamide; for 0.333333h;
DOI:10.1021/jm00067a016

Reference yield:

: 21606-04-2
methyl 2-carboxy-3-nitrobenzoate

: 139481-50-8
methyl 1-<(2'-cyanobiphenyl-4-yl)methyl>-2-(N-ethyl-N-methylamino)-1H-benzimidazole-7-carboxylate

Guidance literature:: Multi-step reaction with 9 steps

1: SOCl₂, DMF / toluene / 0.5 h / Heating

2: NaN₃ / acetone; H₂O / 1 h

3: 1.5 h / Heating

4: 85 percent / K₂CO₃ / acetonitrile / 4 h / Heating

5: 77 percent / 30percent ethanolic HCl / ethyl acetate / 1 h / Ambient temperature

6: 1.) FeCl₃*6H₂O, activated carbon, 2.) hydrazine monohydrate / 1.) MeOH, THF, reflux, 30 min, 2.) MeOH, THF, reflux, 14 h

7: 96 percent / ethanol / 17 h / 50 °C

8: 1.) methyl iodide, 2.) HCl / 1.) EtOH, reflux, 24 h, 2.) EtOH, H₂O

9: 82 percent / NaH / dimethylformamide / 0.33 h

With hydrogenchloride; thionyl chloride; sodium azide; sodium hydride; potassium carbonate; pyrographite; hydrazine hydrate; N,N-dimethyl-formamide; methyl iodide; In ethanol; water; ethyl acetate; N,N-dimethyl-formamide; acetone; toluene; acetonitrile;
DOI:10.1021/jm00067a016

Reference yield:

: 73833-13-3
acid chloride of 1-methylhydrogen-3-nitrophthalate

: 139481-50-8
methyl 1-<(2'-cyanobiphenyl-4-yl)methyl>-2-(N-ethyl-N-methylamino)-1H-benzimidazole-7-carboxylate

Guidance literature:: Multi-step reaction with 8 steps

1: NaN₃ / acetone; H₂O / 1 h

2: 1.5 h / Heating

3: 85 percent / K₂CO₃ / acetonitrile / 4 h / Heating

4: 77 percent / 30percent ethanolic HCl / ethyl acetate / 1 h / Ambient temperature

5: 1.) FeCl₃*6H₂O, activated carbon, 2.) hydrazine monohydrate / 1.) MeOH, THF, reflux, 30 min, 2.) MeOH, THF, reflux, 14 h

6: 96 percent / ethanol / 17 h / 50 °C

7: 1.) methyl iodide, 2.) HCl / 1.) EtOH, reflux, 24 h, 2.) EtOH, H₂O

8: 82 percent / NaH / dimethylformamide / 0.33 h

With hydrogenchloride; sodium azide; sodium hydride; potassium carbonate; pyrographite; hydrazine hydrate; methyl iodide; In ethanol; water; ethyl acetate; N,N-dimethyl-formamide; acetone; acetonitrile;
DOI:10.1021/jm00067a016