2-(1-(6-amino-5-cyanopyrimidin-4-ylamino)ethyl)-6-fluoro-3-phenylquinoline-4-carboxylic acid

Base Information

Chemical Name:2-(1-(6-amino-5-cyanopyrimidin-4-ylamino)ethyl)-6-fluoro-3-phenylquinoline-4-carboxylic acid
CAS No.:1259522-33-2
Molecular Formula:C₂₃H₁₇FN₆O₂
Molecular Weight:428.425
Hs Code.:

Synonyms:2-(1-(6-amino-5-cyanopyrimidin-4-ylamino)ethyl)-6-fluoro-3-phenylquinoline-4-carboxylic acid

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Chemical Property of 2-(1-(6-amino-5-cyanopyrimidin-4-ylamino)ethyl)-6-fluoro-3-phenylquinoline-4-carboxylic acid

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Technology Process of 2-(1-(6-amino-5-cyanopyrimidin-4-ylamino)ethyl)-6-fluoro-3-phenylquinoline-4-carboxylic acid

There total 8 articles about 2-(1-(6-amino-5-cyanopyrimidin-4-ylamino)ethyl)-6-fluoro-3-phenylquinoline-4-carboxylic acid 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:

: 1259522-32-1
methyl 2-(1-(6-amino-5-cyanopyrimidin-4-ylamino)ethyl)-6-fluoro-3-phenylquinoline-4-carboxylate

: 1259522-33-2
2-(1-(6-amino-5-cyanopyrimidin-4-ylamino)ethyl)-6-fluoro-3-phenylquinoline-4-carboxylic acid

: 1259522-34-3
2-(1-(6-amino-5-carbamoylpyrimidin-4-ylamino)ethyl)-6-fluoro-3-phenylquinoline-4-carboxylic acid

Guidance literature:: methyl 2-(1-(6-amino-5-cyanopyrimidin-4-ylamino)ethyl)-6-fluoro-3-phenylquinoline-4-carboxylate; With lithium hydroxide; In tetrahydrofuran; methanol; at 60 ℃; for 3h;

In water; Acidic conditions;

Reference yield:

: 1259522-28-5
methyl 2-(1-aminoethyl)-6-fluoro-3-phenylquinoline-4-carboxylate

: 1259522-33-2
2-(1-(6-amino-5-cyanopyrimidin-4-ylamino)ethyl)-6-fluoro-3-phenylquinoline-4-carboxylic acid

Guidance literature:: Multi-step reaction with 2 steps

1: N-ethyl-N,N-diisopropylamine / butan-1-ol / 3 h / 120 °C

2: lithium iodide / pyridine / 100 °C

With N-ethyl-N,N-diisopropylamine; lithium iodide; In pyridine; butan-1-ol;
DOI:10.1021/acs.jmedchem.6b00827

Reference yield:

: 1007-32-5
benzyl ethyl ketone

: 1259522-33-2
2-(1-(6-amino-5-cyanopyrimidin-4-ylamino)ethyl)-6-fluoro-3-phenylquinoline-4-carboxylic acid

Guidance literature:: Multi-step reaction with 7 steps

1.1: potassium hydroxide / ethanol / 3 h / Reflux

2.1: thionyl chloride / dichloromethane / 20 °C

2.2: 2 h / 20 °C

3.1: 1,3-dibromo-5,5-dimethylimidazolidine-2,4-dione; dibenzoyl peroxide / tetrachloromethane / 3 h / Reflux

4.1: sodium azide / N,N-dimethyl-formamide / 2 h / 20 °C

5.1: palladium 10% on activated carbon; hydrogen / methanol / 20 °C

6.1: N-ethyl-N,N-diisopropylamine / butan-1-ol / 3 h / 120 °C

7.1: lithium iodide / pyridine / 100 °C

With thionyl chloride; sodium azide; 1,3-dibromo-5,5-dimethylimidazolidine-2,4-dione; palladium 10% on activated carbon; hydrogen; N-ethyl-N,N-diisopropylamine; potassium hydroxide; lithium iodide; dibenzoyl peroxide; In pyridine; methanol; tetrachloromethane; ethanol; dichloromethane; N,N-dimethyl-formamide; butan-1-ol;
DOI:10.1021/acs.jmedchem.6b00827