3-(2'-amino-1',2,2-trimethyl-5'-oxo-1',5'-dihydrospiro[chroman-4,4'-imidazole]-6-yl)-5-cyclopropylbenzonitrile

Base Information

Chemical Name:3-(2'-amino-1',2,2-trimethyl-5'-oxo-1',5'-dihydrospiro[chroman-4,4'-imidazole]-6-yl)-5-cyclopropylbenzonitrile
CAS No.:1311261-29-6
Molecular Formula:C₂₄H₂₄N₄O₂
Molecular Weight:400.48
Hs Code.:

Synonyms:3-(2'-amino-1',2,2-trimethyl-5'-oxo-1',5'-dihydrospiro[chroman-4,4'-imidazole]-6-yl)-5-cyclopropylbenzonitrile

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Chemical Property of 3-(2'-amino-1',2,2-trimethyl-5'-oxo-1',5'-dihydrospiro[chroman-4,4'-imidazole]-6-yl)-5-cyclopropylbenzonitrile

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Technology Process of 3-(2'-amino-1',2,2-trimethyl-5'-oxo-1',5'-dihydrospiro[chroman-4,4'-imidazole]-6-yl)-5-cyclopropylbenzonitrile

There total 7 articles about 3-(2'-amino-1',2,2-trimethyl-5'-oxo-1',5'-dihydrospiro[chroman-4,4'-imidazole]-6-yl)-5-cyclopropylbenzonitrile 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: 27.0%

: 1129541-72-5
3-bromo-5-cyclopropylbenzonitrile

: 1311265-24-3
2′-amino-1′,2,2-trimethyl-6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)spiro-[chroman-4,4′-imidazol]-5′(1′H)-one

: 1311261-29-6
3-(2'-amino-1',2,2-trimethyl-5'-oxo-1',5'-dihydrospiro[chroman-4,4'-imidazole]-6-yl)-5-cyclopropylbenzonitrile

Guidance literature:: With sodium carbonate; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; In 1,4-dioxane; water; at 90 ℃; for 2h; Inert atmosphere; Sealed tube;

Reference yield:

: 1450-75-5
5-Bromo-2-hydroxyacetophenone

: 1311261-29-6
3-(2'-amino-1',2,2-trimethyl-5'-oxo-1',5'-dihydrospiro[chroman-4,4'-imidazole]-6-yl)-5-cyclopropylbenzonitrile

Guidance literature:: Multi-step reaction with 7 steps

1.1: pyrrolidine / toluene / 18 h / Reflux

2.1: 72 h / 70 - 110 °C / Inert atmosphere; Sealed tube

2.2: 1 h / pH 5 / Cooling with ice

3.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 1 h

4.1: Lawessons reagent / toluene / 12 h / Reflux

5.1: tert.-butylhydroperoxide; ammonium hydroxide / methanol / 4 h / 40 °C

6.1: sodium carbonate / tetrakis(triphenylphosphine) palladium⁽⁰⁾ / 1,4-dioxane / 90 °C / Sealed tube

7.1: sodium carbonate / dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂ / 1,4-dioxane; water / 2 h / 90 °C / Inert atmosphere; Sealed tube

With pyrrolidine; Lawessons reagent; tert.-butylhydroperoxide; ammonium hydroxide; sodium hydride; sodium carbonate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; In 1,4-dioxane; methanol; water; N,N-dimethyl-formamide; toluene; mineral oil;

Reference yield:

: 99853-21-1
6-bromo-2,2-dimethylchroman-4-one

: 1311261-29-6
3-(2'-amino-1',2,2-trimethyl-5'-oxo-1',5'-dihydrospiro[chroman-4,4'-imidazole]-6-yl)-5-cyclopropylbenzonitrile

Guidance literature:: Multi-step reaction with 6 steps

1.1: 72 h / 70 - 110 °C / Inert atmosphere; Sealed tube

1.2: 1 h / pH 5 / Cooling with ice

2.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 1 h

3.1: Lawessons reagent / toluene / 12 h / Reflux

4.1: tert.-butylhydroperoxide; ammonium hydroxide / methanol / 4 h / 40 °C

5.1: sodium carbonate / tetrakis(triphenylphosphine) palladium⁽⁰⁾ / 1,4-dioxane / 90 °C / Sealed tube

6.1: sodium carbonate / dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂ / 1,4-dioxane; water / 2 h / 90 °C / Inert atmosphere; Sealed tube

With Lawessons reagent; tert.-butylhydroperoxide; ammonium hydroxide; sodium hydride; sodium carbonate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; In 1,4-dioxane; methanol; water; N,N-dimethyl-formamide; toluene; mineral oil;