tert-butyl (3-acetylpyridin-2-yl)carbamate

Base Information

• Chemical Name: tert-butyl (3-acetylpyridin-2-yl)carbamate
• CAS No.: 1166997-11-0
• Molecular Formula: C₁₂H₁₆N₂O₃
• Molecular Weight: 236.271
• Mol file: 1166997-11-0.mol

Synonyms:

Chemical Property of tert-butyl (3-acetylpyridin-2-yl)carbamate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of tert-butyl (3-acetylpyridin-2-yl)carbamate

There total 1 articles about tert-butyl (3-acetylpyridin-2-yl)carbamate 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: 90.0%

di-tert-butyl dicarbonate (24424-99-5) + 1-(2-amino-3-pyridinyl)-1-ethanone (65326-33-2) → tert-butyl (3-acetylpyridin-2-yl)carbamate (1166997-11-0)

Guidance literature:

In tert-butyl alcohol; at 90 ℃; for 3h;

Reference yield:

tert-butyl (3-acetylpyridin-2-yl)carbamate (1166997-11-0) → 3-(3-(4-((3-propylphenoxy)methyl)benzyl)isoxazol-5-yl)pyridin-2-amine

Guidance literature:

Multi-step reaction with 10 steps

1.1: potassium tert-butylate / toluene / 3 h / 20 °C / Inert atmosphere

2.1: hydroxylamine hydrochloride / toluene; ethanol / 2 h

3.1: triethylamine / N,N-dimethyl-formamide / 6 h / 80 °C

4.1: sodium tetrahydroborate; ethanol / tetrahydrofuran / 0 - 20 °C

5.1: thionyl chloride; 1,2,3-Benzotriazole / tetrahydrofuran; N,N-dimethyl acetamide / 0.5 h / 0 - 20 °C

6.1: dmap / tetrahydrofuran / 21 h / 20 °C

7.1: sodium carbonate; tetrakis(triphenylphosphine) palladium⁽⁰⁾ / 1,2-dimethoxyethane / 4 h / 100 °C / Inert atmosphere; Sealed tube

8.1: formic acid / 8 h / 21 - 25 °C

9.1: hydrogenchloride / 1,4-dioxane / 2 h / Reflux

10.1: sodium hydride / 1-methyl-pyrrolidin-2-one; mineral oil / 0.33 h / 21 - 25 °C

10.2: 0.07 h / 60 °C

With hydrogenchloride; dmap; 1,2,3-Benzotriazole; sodium tetrahydroborate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; formic acid; thionyl chloride; ethanol; hydroxylamine hydrochloride; potassium tert-butylate; sodium hydride; sodium carbonate; triethylamine; In tetrahydrofuran; 1,4-dioxane; 1-methyl-pyrrolidin-2-one; 1,2-dimethoxyethane; ethanol; N,N-dimethyl acetamide; N,N-dimethyl-formamide; toluene; mineral oil;

Reference yield:

tert-butyl (3-acetylpyridin-2-yl)carbamate (1166997-11-0) → 3-(3-(4-((4-(trifluoromethyl)-1H-pyrazol-1-yl)methyl)benzyl)isoxazol-5-yl)pyridin-2-amine

Guidance literature:

Multi-step reaction with 10 steps

1: potassium tert-butylate / toluene / 3 h / 20 °C / Inert atmosphere

2: hydroxylamine hydrochloride / toluene; ethanol / 2 h

3: triethylamine / N,N-dimethyl-formamide / 6 h / 80 °C

4: sodium tetrahydroborate; ethanol / tetrahydrofuran / 0 - 20 °C

5: thionyl chloride; 1,2,3-Benzotriazole / tetrahydrofuran; N,N-dimethyl acetamide / 0.5 h / 0 - 20 °C

6: dmap / tetrahydrofuran / 21 h / 20 °C

7: sodium carbonate; tetrakis(triphenylphosphine) palladium⁽⁰⁾ / 1,2-dimethoxyethane / 4 h / 100 °C / Inert atmosphere; Sealed tube

8: formic acid / 8 h / 21 - 25 °C

9: hydrogenchloride / 1,4-dioxane / 2 h / Reflux

10: potassium tert-butylate / tetrahydrofuran; 1-methyl-pyrrolidin-2-one / 0.08 h / 60 °C

With hydrogenchloride; dmap; 1,2,3-Benzotriazole; sodium tetrahydroborate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; formic acid; thionyl chloride; ethanol; hydroxylamine hydrochloride; potassium tert-butylate; sodium carbonate; triethylamine; In tetrahydrofuran; 1,4-dioxane; 1-methyl-pyrrolidin-2-one; 1,2-dimethoxyethane; ethanol; N,N-dimethyl acetamide; N,N-dimethyl-formamide; toluene;

upstream raw materials:

di-tert-butyl dicarbonate

1-(2-amino-3-pyridinyl)-1-ethanone