(R)-tert-butyl {3-[8-amino-3-cyano-6-methyl-5,6-dihydroimidazo[1,2-a]pyrazin-6-yl]-4-fluorophenyl}carbamate

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Chemical Name:(R)-tert-butyl {3-[8-amino-3-cyano-6-methyl-5,6-dihydroimidazo[1,2-a]pyrazin-6-yl]-4-fluorophenyl}carbamate
CAS No.:1383742-74-2
Molecular Formula:C₁₉H₂₁FN₆O₂
Molecular Weight:384.413
Hs Code.:

Synonyms:(R)-tert-butyl {3-[8-amino-3-cyano-6-methyl-5,6-dihydroimidazo[1,2-a]pyrazin-6-yl]-4-fluorophenyl}carbamate

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Chemical Property of (R)-tert-butyl {3-[8-amino-3-cyano-6-methyl-5,6-dihydroimidazo[1,2-a]pyrazin-6-yl]-4-fluorophenyl}carbamate

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Technology Process of (R)-tert-butyl {3-[8-amino-3-cyano-6-methyl-5,6-dihydroimidazo[1,2-a]pyrazin-6-yl]-4-fluorophenyl}carbamate

There total 2 articles about (R)-tert-butyl {3-[8-amino-3-cyano-6-methyl-5,6-dihydroimidazo[1,2-a]pyrazin-6-yl]-4-fluorophenyl}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:

: 1383742-65-1
(R)-tert-butyl [6-{5-[(tert-butoxycarbonyl)amino]-2-fluorophenyl}-6-methyl-5,6-dihydroimidazo[1,2-a]pyrazin-8-yl]carbamate

: 1383742-74-2
(R)-tert-butyl {3-[8-amino-3-cyano-6-methyl-5,6-dihydroimidazo[1,2-a]pyrazin-6-yl]-4-fluorophenyl}carbamate

Guidance literature:: Multi-step reaction with 2 steps

1.1: n-butyllithium / tetrahydrofuran; n-heptane / 0.42 h / -78 °C / Inert atmosphere

1.2: 1 h / -78 °C / Inert atmosphere

2.1: zinc; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; 1,1'-bis-(diphenylphosphino)ferrocene / N,N-dimethyl acetamide / 0.67 h / 150 °C / Microwave irradiation

With 1,1'-bis-(diphenylphosphino)ferrocene; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; n-butyllithium; zinc; In tetrahydrofuran; n-heptane; N,N-dimethyl acetamide;
DOI:10.1021/acsmedchemlett.1c00445

Reference yield:

: 1383742-57-1
(R)-6-(5-amino-2-fluorophenyl)-6-methyl-5,6-dihydroimidazo[1,2-a]pyrazin-8-amine

: 1383742-74-2
(R)-tert-butyl {3-[8-amino-3-cyano-6-methyl-5,6-dihydroimidazo[1,2-a]pyrazin-6-yl]-4-fluorophenyl}carbamate

Guidance literature:: Multi-step reaction with 3 steps

1.1: N-ethyl-N,N-diisopropylamine / dichloromethane / 48 h / 20 °C / Inert atmosphere

2.1: n-butyllithium / tetrahydrofuran; n-heptane / 0.42 h / -78 °C / Inert atmosphere

2.2: 1 h / -78 °C / Inert atmosphere

3.1: zinc; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; 1,1'-bis-(diphenylphosphino)ferrocene / N,N-dimethyl acetamide / 0.67 h / 150 °C / Microwave irradiation

With 1,1'-bis-(diphenylphosphino)ferrocene; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; n-butyllithium; N-ethyl-N,N-diisopropylamine; zinc; In tetrahydrofuran; n-heptane; dichloromethane; N,N-dimethyl acetamide;
DOI:10.1021/acsmedchemlett.1c00445

Reference yield: 49.0%

: 1383742-74-2
(R)-tert-butyl {3-[8-amino-3-cyano-6-methyl-5,6-dihydroimidazo[1,2-a]pyrazin-6-yl]-4-fluorophenyl}carbamate

: 1383742-75-3
(R)-8-amino-6-(5-amino-2-fluorophenyl)-2-chloro-6-methyl-5,6-dihydroimidazo[1,2-a]pyrazine-3-carbonitrile

Guidance literature:: (R)-tert-butyl {3-[8-amino-3-cyano-6-methyl-5,6-dihydroimidazo[1,2-a]pyrazin-6-yl]-4-fluorophenyl}carbamate; With trifluoroacetic acid; In dichloromethane; at 20 ℃; for 0.5h;

With sodium hydrogencarbonate; In dichloromethane;