6-[(1,3-benzodioxol-5-ylmethyl)(cyclohexyl)amino]-1-methyl-1H-imidazo[4,5-c]pyridine-4-carbonitrile

Base Information

Chemical Name:6-[(1,3-benzodioxol-5-ylmethyl)(cyclohexyl)amino]-1-methyl-1H-imidazo[4,5-c]pyridine-4-carbonitrile
CAS No.:1443830-80-5
Molecular Formula:C₂₂H₂₃N₅O₂
Molecular Weight:389.457
Hs Code.:

Synonyms:6-[(1,3-benzodioxol-5-ylmethyl)(cyclohexyl)amino]-1-methyl-1H-imidazo[4,5-c]pyridine-4-carbonitrile

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Chemical Property of 6-[(1,3-benzodioxol-5-ylmethyl)(cyclohexyl)amino]-1-methyl-1H-imidazo[4,5-c]pyridine-4-carbonitrile

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Technology Process of 6-[(1,3-benzodioxol-5-ylmethyl)(cyclohexyl)amino]-1-methyl-1H-imidazo[4,5-c]pyridine-4-carbonitrile

There total 12 articles about 6-[(1,3-benzodioxol-5-ylmethyl)(cyclohexyl)amino]-1-methyl-1H-imidazo[4,5-c]pyridine-4-carbonitrile 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: 2.0%

: 1104381-00-1
6-chloro-1-methyl-1H-imidazo[4,5-c]pyridine-4-carbonitrile

: 227017-79-0
N-(1,3-benzodioxol-5-ylmethyl)cyclohexanamine

: 1443830-80-5
6-[(1,3-benzodioxol-5-ylmethyl)(cyclohexyl)amino]-1-methyl-1H-imidazo[4,5-c]pyridine-4-carbonitrile

Guidance literature:: With potassium phosphate; palladium diacetate; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl; In toluene; at 90 ℃; for 72h; Reagent/catalyst; Solvent; Inert atmosphere; Sealed tube;
DOI:10.1002/cmdc.201300112

Reference yield:

: 5398-44-7
2,6-dichloropyridine-4-carboxylic acid

: 1443830-80-5
6-[(1,3-benzodioxol-5-ylmethyl)(cyclohexyl)amino]-1-methyl-1H-imidazo[4,5-c]pyridine-4-carbonitrile

Guidance literature:: Multi-step reaction with 11 steps

1: oxalyl dichloride / dichloromethane; tetrahydrofuran / 4 h / 25 °C

2: sodium azide / water; acetone / 0.03 h / 25 °C

3: trifluoroacetic acid / benzene / 21 h / 90 °C

4: potassium carbonate / methanol / 7.5 h / 25 °C

5: sulfuric acid; nitric acid / -5 °C

6: sulfuric acid / 1 h / 0 - 100 °C

7: 1-methyl-pyrrolidin-2-one / 0.67 h / 180 °C

8: acetonitrile / 5 h / 80 °C

9: tin(II) chloride dihdyrate / ethyl [2]alcohol / 3 h / 25 °C

10: toluene-4-sulfonic acid / 3 h / 120 °C

11: 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl; palladium diacetate; potassium phosphate / toluene / 72 h / 90 °C / Inert atmosphere; Sealed tube

With potassium phosphate; sodium azide; oxalyl dichloride; tin(II) chloride dihdyrate; sulfuric acid; nitric acid; palladium diacetate; potassium carbonate; toluene-4-sulfonic acid; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl; trifluoroacetic acid; In tetrahydrofuran; 1-methyl-pyrrolidin-2-one; methanol; dichloromethane; ethyl [2]alcohol; water; acetone; toluene; acetonitrile; benzene; 3: |Curtius Rearrangement;
DOI:10.1002/cmdc.201300112

Reference yield:

: 2587-02-2
2,6-dichloro-[4]pyridylamine

: 1443830-80-5
6-[(1,3-benzodioxol-5-ylmethyl)(cyclohexyl)amino]-1-methyl-1H-imidazo[4,5-c]pyridine-4-carbonitrile

Guidance literature:: Multi-step reaction with 7 steps

1: sulfuric acid; nitric acid / -5 °C

2: sulfuric acid / 1 h / 0 - 100 °C

3: 1-methyl-pyrrolidin-2-one / 0.67 h / 180 °C

4: acetonitrile / 5 h / 80 °C

5: tin(II) chloride dihdyrate / ethyl [2]alcohol / 3 h / 25 °C

6: toluene-4-sulfonic acid / 3 h / 120 °C

7: 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl; palladium diacetate; potassium phosphate / toluene / 72 h / 90 °C / Inert atmosphere; Sealed tube

With potassium phosphate; tin(II) chloride dihdyrate; sulfuric acid; nitric acid; palladium diacetate; toluene-4-sulfonic acid; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl; In 1-methyl-pyrrolidin-2-one; ethyl [2]alcohol; toluene; acetonitrile;
DOI:10.1002/cmdc.201300112