tert-butyl 3-[[8-amino-2-(3-fluorophenyl)-1,7-naphthyridine-5-carbonyl]amino]azetidine-1-carboxylate

Base Information

Chemical Name:tert-butyl 3-[[8-amino-2-(3-fluorophenyl)-1,7-naphthyridine-5-carbonyl]amino]azetidine-1-carboxylate
CAS No.:1449278-34-5
Molecular Formula:C₂₃H₂₄FN₅O₃
Molecular Weight:437.474
Hs Code.:

Synonyms:tert-butyl 3-[[8-amino-2-(3-fluorophenyl)-1,7-naphthyridine-5-carbonyl]amino]azetidine-1-carboxylate

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Chemical Property of tert-butyl 3-[[8-amino-2-(3-fluorophenyl)-1,7-naphthyridine-5-carbonyl]amino]azetidine-1-carboxylate

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Technology Process of tert-butyl 3-[[8-amino-2-(3-fluorophenyl)-1,7-naphthyridine-5-carbonyl]amino]azetidine-1-carboxylate

There total 18 articles about tert-butyl 3-[[8-amino-2-(3-fluorophenyl)-1,7-naphthyridine-5-carbonyl]amino]azetidine-1-carboxylate 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: 85.0%

: 193269-78-2
3-aminoazetidine-1-carboxylic acid tert-butyl ester

: 1449278-53-8
8-amino-2-(3-fluorophenyl)-1,7-naphthyridine-5-carboxylic acid

: 1449278-34-5
tert-butyl 3-[[8-amino-2-(3-fluorophenyl)-1,7-naphthyridine-5-carbonyl]amino]azetidine-1-carboxylate

Guidance literature:: With N-ethyl-N,N-diisopropylamine; HATU; In N,N-dimethyl-formamide; at 20 ℃; for 3h; Inert atmosphere;
DOI:10.1021/acsmedchemlett.5b00174

Reference yield:

: 1449277-90-0
ethyl 8-amino-2-(3-fluorophenyl)-1,7-naphthyridine-5-carboxylate

: 1449278-34-5
tert-butyl 3-[[8-amino-2-(3-fluorophenyl)-1,7-naphthyridine-5-carbonyl]amino]azetidine-1-carboxylate

Guidance literature:: Multi-step reaction with 2 steps

1.1: water; sodium hydroxide / methanol / 2 h / 50 °C / Inert atmosphere

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

2.2: 0.17 h / 20 °C / Inert atmosphere

With water; N-ethyl-N,N-diisopropylamine; HATU; sodium hydroxide; In methanol; N,N-dimethyl-formamide;

Reference yield:

: 511522-72-8
5-fluoro-2-(3-fluorophenyl)pyridine

: 1449278-34-5
tert-butyl 3-[[8-amino-2-(3-fluorophenyl)-1,7-naphthyridine-5-carbonyl]amino]azetidine-1-carboxylate

Guidance literature:: Multi-step reaction with 8 steps

1.1: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 16 h / Reflux; Inert atmosphere

2.1: triethylamine / acetonitrile / 12 h / Inert atmosphere; Reflux

3.1: sodium hydride / tetrahydrofuran / 0.17 h / 0 °C / Inert atmosphere

3.2: 4 h / 0 °C / Inert atmosphere; Reflux

4.1: water; lithium chloride / dimethyl sulfoxide / 100 °C

5.1: trimethylamine / 80 °C / Inert atmosphere

6.1: ammonium acetate / acetic acid / 80 - 100 °C / Inert atmosphere

7.1: sodium hydroxide / water; methanol; tetrahydrofuran / 2 h / 65 °C

8.1: N-ethyl-N,N-diisopropylamine; HATU / N,N-dimethyl-formamide / 3 h / 20 °C / Inert atmosphere

With ammonium acetate; water; sodium hydride; triethylamine; N-ethyl-N,N-diisopropylamine; 3-chloro-benzenecarboperoxoic acid; HATU; lithium chloride; sodium hydroxide; trimethylamine; In tetrahydrofuran; methanol; dichloromethane; water; acetic acid; dimethyl sulfoxide; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1021/acsmedchemlett.5b00174