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

Base Information

Chemical Name:methyl 1-<(2'-cyanobiphenyl-4-yl)methyl>-2-piperidino-1H-benzimidazole-7-carboxylate
CAS No.:139481-52-0
Molecular Formula:C₂₈H₂₆N₄O₂
Molecular Weight:450.54
Hs Code.:

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

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

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

There total 11 articles about methyl 1-<(2'-cyanobiphenyl-4-yl)methyl>-2-piperidino-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: 81.0%

: 110-89-4
piperidine

: 139481-34-8
methyl 2-chloro-1-<(2'-cyanobiphenyl-4-yl)methyl>-1H-benzimidazole-7-carboxylate

: 139481-52-0
methyl 1-<(2'-cyanobiphenyl-4-yl)methyl>-2-piperidino-1H-benzimidazole-7-carboxylate

Guidance literature:: at 100 - 120 ℃; for 2h;
DOI:10.1021/jm00067a016

Reference yield:

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

: 139481-52-0
methyl 1-<(2'-cyanobiphenyl-4-yl)methyl>-2-piperidino-1H-benzimidazole-7-carboxylate

Guidance literature:: Multi-step reaction with 10 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: 90 percent / pyridine / 3 h / Ambient temperature

8: 89 percent / NaOMe / methanol / 21 h / Heating

9: 34 percent / POCl₃ / 8 h / Heating

10: 81 percent / 2 h / 100 - 120 °C

With pyridine; hydrogenchloride; thionyl chloride; sodium azide; sodium methylate; potassium carbonate; pyrographite; hydrazine hydrate; N,N-dimethyl-formamide; trichlorophosphate; In methanol; water; ethyl acetate; acetone; toluene; acetonitrile;
DOI:10.1021/jm00067a016

Reference yield:

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

: 139481-52-0
methyl 1-<(2'-cyanobiphenyl-4-yl)methyl>-2-piperidino-1H-benzimidazole-7-carboxylate

Guidance literature:: Multi-step reaction with 9 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: 90 percent / pyridine / 3 h / Ambient temperature

7: 89 percent / NaOMe / methanol / 21 h / Heating

8: 34 percent / POCl₃ / 8 h / Heating

9: 81 percent / 2 h / 100 - 120 °C

With pyridine; hydrogenchloride; sodium azide; sodium methylate; potassium carbonate; pyrographite; hydrazine hydrate; trichlorophosphate; In methanol; water; ethyl acetate; acetone; acetonitrile;
DOI:10.1021/jm00067a016