GNE-495

Base Information

• Chemical Name: GNE-495
• CAS No.: 1449277-10-4
• Molecular Formula: C₂₂H₂₀FN₅O₂
• Molecular Weight: 405.432
• Hs Code.: 2933998090
• Mol file: 1449277-10-4.mol

Synonyms:8-amino-N-(1-(cyclopropanecarbonyl)azetidin-3-yl)-2-(3-fluorophenyl)-1,7-naphthyridine-5-carboxamide

Chemical Property of GNE-495

Chemical Property:

• Boiling Point: 734.5±60.0 °C(Predicted)
• PKA: 11.60±0.20(Predicted)
• Density: 1.45±0.1 g/cm3(Predicted)

Purity/Quality:

97% ^*data from raw suppliers

GNE-495 >98% ^*data from reagent suppliers

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Technology Process of GNE-495

There total 20 articles about GNE-495 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: 56.0%

8-amino-2-(3-fluorophenyl)-1,7-naphthyridine-5-carboxylic acid (1449278-53-8) + (3-aminoazetidin-1-yl)(cyclopropyl)methanone trifluoroacetic acid salt → 8-amino-N-(1-(cyclopropanecarbonyl)azetidin-3-yl)-2-(3-fluorophenyl)-1,7-naphthyridine-5-carboxamide (1449277-10-4)

Guidance literature:

With benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; In N,N-dimethyl-formamide; at 20 ℃;

DOI:10.1038/nature14323

Reference yield:

(3-aminoazetidin-1-yl)cyclopropylmethanone (1339749-29-9) + 8-amino-2-(3-fluorophenyl)-1,7-naphthyridine-5-carboxylic acid (1449278-53-8) → 8-amino-N-(1-(cyclopropanecarbonyl)azetidin-3-yl)-2-(3-fluorophenyl)-1,7-naphthyridine-5-carboxamide (1449277-10-4)

Guidance literature:

8-amino-2-(3-fluorophenyl)-1,7-naphthyridine-5-carboxylic acid; With N-ethyl-N,N-diisopropylamine; HATU; In N,N-dimethyl-formamide; at 20 ℃; for 0.25h; Inert atmosphere;

(3-aminoazetidin-1-yl)cyclopropylmethanone; In N,N-dimethyl-formamide; at 20 ℃; for 1h; Inert atmosphere;

Reference yield:

tert-butyl N-[1-(cyclopropanecarbonyl)azetidin-3-yl]carbamate (1449278-68-5) → 8-amino-N-(1-(cyclopropanecarbonyl)azetidin-3-yl)-2-(3-fluorophenyl)-1,7-naphthyridine-5-carboxamide (1449277-10-4)

Guidance literature:

Multi-step reaction with 2 steps

1.1: trifluoroacetic acid / dichloromethane / 20 °C / Inert atmosphere

2.1: HATU; N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 0.25 h / 20 °C / Inert atmosphere

2.2: 1 h / 20 °C / Inert atmosphere

With N-ethyl-N,N-diisopropylamine; HATU; trifluoroacetic acid; In dichloromethane; N,N-dimethyl-formamide;

upstream raw materials:

tert-butyl N-[1-(cyclopropanecarbonyl)azetidin-3-yl]carbamate

(3-aminoazetidin-1-yl)cyclopropylmethanone

8-amino-2-(3-fluorophenyl)-1,7-naphthyridine-5-carboxylic acid

ethyl 8-amino-2-(3-fluorophenyl)-1,7-naphthyridine-5-carboxylate

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