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

Base Information

Chemical Name:3-(2'-amino-1',2,2-trimethyl-5'-oxo-1',5'-dihydrospiro[chroman-4,4'-imidazole]-6-yl)-5-fluorobenzonitrile
CAS No.:1311261-25-2
Molecular Formula:C₂₁H₁₉FN₄O₂
Molecular Weight:378.406
Hs Code.:

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

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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-fluorobenzonitrile

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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-fluorobenzonitrile

There total 7 articles about 3-(2'-amino-1',2,2-trimethyl-5'-oxo-1',5'-dihydrospiro[chroman-4,4'-imidazole]-6-yl)-5-fluorobenzonitrile 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: 41.0%

: 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

: 179898-34-1
3-bromo-5-fluorobenzonitrile

: 1311261-25-2
3-(2'-amino-1',2,2-trimethyl-5'-oxo-1',5'-dihydrospiro[chroman-4,4'-imidazole]-6-yl)-5-fluorobenzonitrile

Guidance literature:: With sodium carbonate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In 1,4-dioxane; at 90 ℃; for 17h; Inert atmosphere; Sealed tube;

Reference yield:

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

: 1311261-25-2
3-(2'-amino-1',2,2-trimethyl-5'-oxo-1',5'-dihydrospiro[chroman-4,4'-imidazole]-6-yl)-5-fluorobenzonitrile

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 / tetrakis(triphenylphosphine) palladium⁽⁰⁾ / 1,4-dioxane / 17 h / 90 °C / Inert atmosphere; Sealed tube

With Lawessons reagent; tert.-butylhydroperoxide; ammonium hydroxide; sodium hydride; sodium carbonate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In 1,4-dioxane; methanol; N,N-dimethyl-formamide; toluene; mineral oil;

Reference yield:

: 1311264-93-3
6-bromo-1′,2,2-trimethylspiro[chroman-4,4′-imidazolidine]-2′,5′-dione

: 1311261-25-2
3-(2'-amino-1',2,2-trimethyl-5'-oxo-1',5'-dihydrospiro[chroman-4,4'-imidazole]-6-yl)-5-fluorobenzonitrile

Guidance literature:: Multi-step reaction with 4 steps

1: Lawessons reagent / toluene / 12 h / Reflux

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

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

4: sodium carbonate / tetrakis(triphenylphosphine) palladium⁽⁰⁾ / 1,4-dioxane / 17 h / 90 °C / Inert atmosphere; Sealed tube

With Lawessons reagent; tert.-butylhydroperoxide; ammonium hydroxide; sodium carbonate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In 1,4-dioxane; methanol; toluene;