tert-butyl 2-({1-[4-(5-cyanopyridin-2-yl)phenyl]cyclopropyl}carbonyl)hydrazinecarboxylate

Base Information

Chemical Name:tert-butyl 2-({1-[4-(5-cyanopyridin-2-yl)phenyl]cyclopropyl}carbonyl)hydrazinecarboxylate
CAS No.:1403396-72-4
Molecular Formula:C₂₁H₂₂N₄O₃
Molecular Weight:378.431
Hs Code.:

Synonyms:tert-butyl 2-({1-[4-(5-cyanopyridin-2-yl)phenyl]cyclopropyl}carbonyl)hydrazinecarboxylate

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Chemical Property of tert-butyl 2-({1-[4-(5-cyanopyridin-2-yl)phenyl]cyclopropyl}carbonyl)hydrazinecarboxylate

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Technology Process of tert-butyl 2-({1-[4-(5-cyanopyridin-2-yl)phenyl]cyclopropyl}carbonyl)hydrazinecarboxylate

There total 5 articles about tert-butyl 2-({1-[4-(5-cyanopyridin-2-yl)phenyl]cyclopropyl}carbonyl)hydrazinecarboxylate 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: 26.0%

: 33252-28-7
6-chloronicotinonitrile

: 1403396-71-3
tert-butyl 2-({1-[4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]cyclopropyl}carbonyl)hydrazinecarboxylate

: 1403396-72-4
tert-butyl 2-({1-[4-(5-cyanopyridin-2-yl)phenyl]cyclopropyl}carbonyl)hydrazinecarboxylate

Guidance literature:: With tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium carbonate; In 1,2-dimethoxyethane; water; at 80 - 100 ℃; for 27h;

Reference yield:

: 16532-79-9
4-Bromophenylacetonitrile

: 1403396-72-4
tert-butyl 2-({1-[4-(5-cyanopyridin-2-yl)phenyl]cyclopropyl}carbonyl)hydrazinecarboxylate

Guidance literature:: Multi-step reaction with 4 steps

1.1: potassium hydroxide; N-benzyl-N,N,N-triethylammonium chloride / water / 3 h / 50 °C

1.2: 72 h / 100 °C

2.1: benzotriazol-1-ol; triethylamine; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / N,N-dimethyl-formamide / 15 h / 20 °C

3.1: potassium acetate; 1,1'-bis(diphenylphosphino)ferrocene-palladium(ii)dichloride-chloroform adduct / 1,4-dioxane / 3 h / 110 °C

4.1: potassium carbonate; tetrakis(triphenylphosphine) palladium⁽⁰⁾ / water; 1,2-dimethoxyethane / 27 h / 80 - 100 °C

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; 1,1'-bis(diphenylphosphino)ferrocene-palladium(ii)dichloride-chloroform adduct; N-benzyl-N,N,N-triethylammonium chloride; potassium acetate; potassium carbonate; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; potassium hydroxide; In 1,4-dioxane; 1,2-dimethoxyethane; water; N,N-dimethyl-formamide;

Reference yield:

: 345965-52-8
1-(4-bromophenyl)cyclopropanecarboxylic acid

: 1403396-72-4
tert-butyl 2-({1-[4-(5-cyanopyridin-2-yl)phenyl]cyclopropyl}carbonyl)hydrazinecarboxylate

Guidance literature:: Multi-step reaction with 3 steps

1: benzotriazol-1-ol; triethylamine; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / N,N-dimethyl-formamide / 15 h / 20 °C

2: potassium acetate; 1,1'-bis(diphenylphosphino)ferrocene-palladium(ii)dichloride-chloroform adduct / 1,4-dioxane / 3 h / 110 °C

3: potassium carbonate; tetrakis(triphenylphosphine) palladium⁽⁰⁾ / water; 1,2-dimethoxyethane / 27 h / 80 - 100 °C

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; 1,1'-bis(diphenylphosphino)ferrocene-palladium(ii)dichloride-chloroform adduct; potassium acetate; potassium carbonate; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; In 1,4-dioxane; 1,2-dimethoxyethane; water; N,N-dimethyl-formamide;