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

Base Information

Chemical Name:methyl 1-<(2'-cyanobiphenyl-4-yl)methyl>-2-(ethoxymethyl)-1H-benzimidazole-7-carboxylate
CAS No.:150058-14-3
Molecular Formula:C₂₆H₂₃N₃O₃
Molecular Weight:425.487
Hs Code.:

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

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

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

There total 12 articles about methyl 1-<(2'-cyanobiphenyl-4-yl)methyl>-2-(ethoxymethyl)-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: 92.0%

: 67-56-1
methanol

: 1-<(2'-cyanobiphenyl-4-yl)methyl>-2-(ethoxymethyl)-1H-benzimidazole-7-carboxylic acid

: 150058-14-3
methyl 1-<(2'-cyanobiphenyl-4-yl)methyl>-2-(ethoxymethyl)-1H-benzimidazole-7-carboxylate

Guidance literature:: With sulfuric acid; for 23h; Heating;
DOI:10.1021/jm00067a016

Reference yield:

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

: 150058-14-3
methyl 1-<(2'-cyanobiphenyl-4-yl)methyl>-2-(ethoxymethyl)-1H-benzimidazole-7-carboxylate

Guidance literature:: Multi-step reaction with 11 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: 78 percent / ethanol / 1.5 h / Heating

8: 76 percent / CH₂Cl₂ / 2 h / Ambient temperature

9: ethanol / 3 h / 80 °C

10: 1 N aq. NaOH / ethanol / 3 h / Heating

11: 92 percent / H₂SO₄ / 23 h / Heating

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

Reference yield:

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

: 150058-14-3
methyl 1-<(2'-cyanobiphenyl-4-yl)methyl>-2-(ethoxymethyl)-1H-benzimidazole-7-carboxylate

Guidance literature:: Multi-step reaction with 10 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: 78 percent / ethanol / 1.5 h / Heating

7: 76 percent / CH₂Cl₂ / 2 h / Ambient temperature

8: ethanol / 3 h / 80 °C

9: 1 N aq. NaOH / ethanol / 3 h / Heating

10: 92 percent / H₂SO₄ / 23 h / Heating

With hydrogenchloride; sodium hydroxide; sodium azide; sulfuric acid; potassium carbonate; pyrographite; hydrazine hydrate; In ethanol; dichloromethane; water; ethyl acetate; acetone; acetonitrile;
DOI:10.1021/jm00067a016