2-fluoro-2-(4-(7-(hydroxyamino)-7-oxoheptylcarbamoyl)phenyl)-N₁,N₃-di(quinolin-8-yl)malonamide

Base Information

• Chemical Name: 2-fluoro-2-(4-(7-(hydroxyamino)-7-oxoheptylcarbamoyl)phenyl)-N₁,N₃-di(quinolin-8-yl)malonamide
• CAS No.: 1350651-00-1
• Molecular Formula: C₃₅H₃₃FN₆O₅
• Molecular Weight: 636.683

Synonyms:2-fluoro-2-(4-(7-(hydroxyamino)-7-oxoheptylcarbamoyl)phenyl)-N₁,N₃-di(quinolin-8-yl)malonamide

Chemical Property of 2-fluoro-2-(4-(7-(hydroxyamino)-7-oxoheptylcarbamoyl)phenyl)-N₁,N₃-di(quinolin-8-yl)malonamide

Chemical Property:

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Technology Process of 2-fluoro-2-(4-(7-(hydroxyamino)-7-oxoheptylcarbamoyl)phenyl)-N₁,N₃-di(quinolin-8-yl)malonamide

There total 8 articles about 2-fluoro-2-(4-(7-(hydroxyamino)-7-oxoheptylcarbamoyl)phenyl)-N₁,N₃-di(quinolin-8-yl)malonamide 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: 66.0%

methyl 7-(4-(2-fluoro-1,3-dioxo-1,3-bis(quinolin-8-ylamino)propan-2-yl)benzamido)heptanoate (1350650-98-4) → 2-fluoro-2-(4-(7-(hydroxyamino)-7-oxoheptylcarbamoyl)phenyl)-N1,N3-di(quinolin-8-yl)malonamide (1350651-00-1)

Guidance literature:

With hydroxylamine; potassium cyanide; In tetrahydrofuran; methanol; water; at 20 ℃; for 24h;

Reference yield:

(2-fluoro-1,3-dioxo-1,3-bis(quinolin-8-ylamino)propan-2-yl)benzoic acid (1360620-29-6) + methyl 7-aminoheptanoate hydrochloride (17994-94-4) → 2-fluoro-2-(4-(7-(hydroxyamino)-7-oxoheptylcarbamoyl)phenyl)-N1,N3-di(quinolin-8-yl)malonamide (1350651-00-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine / dichloromethane / 20 °C

2: hydroxylamine / potassium cyanide / tetrahydrofuran; methanol; water / 24 h / 20 °C

With hydroxylamine; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; potassium cyanide; In tetrahydrofuran; methanol; dichloromethane; water;

Reference yield:

4-chlorobenzoyl chloride (586-75-4) → 2-fluoro-2-(4-(7-(hydroxyamino)-7-oxoheptylcarbamoyl)phenyl)-N1,N3-di(quinolin-8-yl)malonamide (1350651-00-1)

Guidance literature:

Multi-step reaction with 8 steps

1.1: 2 h / 50 °C

2.1: sodium hydride / tetrahydrofuran / Inert atmosphere

2.2: 12 h / 70 °C / Sealed tube; Inert atmosphere

3.1: titanium tetrachloride / dichloromethane / 4 h / -20 - 0 °C

3.2: -20 °C

4.1: 4-methyl-morpholine; methyl chloroformate / tetrahydrofuran / 0.08 h / -78 °C

4.2: 2 h / -78 - -20 °C

5.1: sodium hydride / tetrahydrofuran / 0.08 h / Inert atmosphere

5.2: 4 h / 20 °C

6.1: lithium hydroxide monohydrate; water / tetrahydrofuran; methanol / 20 °C / Inert atmosphere

7.1: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine / dichloromethane / 20 °C

8.1: hydroxylamine / potassium cyanide / tetrahydrofuran; methanol; water / 24 h / 20 °C

With 4-methyl-morpholine; lithium hydroxide monohydrate; water; hydroxylamine; titanium tetrachloride; sodium hydride; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; methyl chloroformate; potassium cyanide; In tetrahydrofuran; methanol; dichloromethane; water;

upstream raw materials:

4-chlorobenzoyl chloride

(2-fluoro-1,3-dioxo-1,3-bis(quinolin-8-ylamino)propan-2-yl)benzoic acid

methyl 7-aminoheptanoate hydrochloride

4-methoxycarbonylphenyl bromide

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