2-Fluoro-N-methoxy-N-methylnicotinamide

Base Information

• Chemical Name: 2-Fluoro-N-methoxy-N-methylnicotinamide
• CAS No.: 949154-26-1
• Molecular Formula: C8H9FN2O2
• Molecular Weight: 184.17
• Mol file: 949154-26-1.mol

Synonyms:2-FLUORO-N-METHOXY-N-METHYLNICOTINAMIDE;

Chemical Property of 2-Fluoro-N-methoxy-N-methylnicotinamide

Chemical Property:

• Boiling Point: 339.1±27.0 °C (760 mmHg)
• PSA: 42.43000
• Density: 1.240±0.06 g/cm3 (20 °C, 760 mmHg)
• LogP: 0.85410

Purity/Quality:

NLT 98% ^*data from raw suppliers

2-Fluoro-N-methoxy-N-methylnicotinamide 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 2-Fluoro-N-methoxy-N-methylnicotinamide

There total 1 articles about 2-Fluoro-N-methoxy-N-methylnicotinamide 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: 80.0%

2-fluoronicotinic acid (393-55-5) + N,O-dimethylhydroxylamine*hydrochloride (6638-79-5) → 2-fluoro-N-methoxy-N-methylpyridine-3-carboxamide (949154-26-1)

Guidance literature:

With O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; N-ethyl-N,N-diisopropylamine; In dichloromethane; at 20 ℃; for 18h;

Reference yield:

2-fluoro-N-methoxy-N-methylpyridine-3-carboxamide (949154-26-1) → (S)-3-(6-(3-phenylpiperazin-1-yl)pyridin-2-yl)-1H-pyrazolo[3,4-b]pyridine (1431851-85-2)

Guidance literature:

Multi-step reaction with 5 steps

1.1: n-butyllithium / hexane; tetrahydrofuran / 0.17 h / -95 - -90 °C / Inert atmosphere

1.2: 1.25 h / -90 °C / Inert atmosphere

2.1: hydrazine / tetrahydrofuran / 80 °C / Sealed tube

3.1: sodium hydride / N,N-dimethyl-formamide / 0.5 h / 0 °C

3.2: 1 h / 20 °C

4.1: palladium diacetate; 2-(dicyclohexylphosphino)-2'-methylbiphenyl; sodium t-butanolate / 1,2-dimethoxyethane / 10 h / 95 °C / Sealed tube

5.1: trifluoroacetic acid; triethylsilane / dichloromethane / 1 h / 0 °C

With triethylsilane; n-butyllithium; palladium diacetate; sodium hydride; trifluoroacetic acid; sodium t-butanolate; 2-(dicyclohexylphosphino)-2'-methylbiphenyl; hydrazine; In tetrahydrofuran; 1,2-dimethoxyethane; hexane; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1021/jm301465a

Reference yield:

2-fluoro-N-methoxy-N-methylpyridine-3-carboxamide (949154-26-1) → 3-(6-bromopyridin-2-yl)-1-trityl-1H-pyrazolo[3,4-b]pyridine (1206625-37-7)

Guidance literature:

Multi-step reaction with 3 steps

1.1: n-butyllithium / hexane; tetrahydrofuran / 0.17 h / -95 - -90 °C / Inert atmosphere

1.2: 1.25 h / -90 °C / Inert atmosphere

2.1: hydrazine / tetrahydrofuran / 80 °C / Sealed tube

3.1: sodium hydride / N,N-dimethyl-formamide / 0.5 h / 0 °C

3.2: 1 h / 20 °C

With n-butyllithium; sodium hydride; hydrazine; In tetrahydrofuran; hexane; N,N-dimethyl-formamide;

DOI:10.1021/jm301465a

upstream raw materials:

2-fluoronicotinic acid

N,O-dimethylhydroxylamine*hydrochloride

Downstream raw materials:

(R)-2-((S)-4-(3-chloro-5-fluoro-6-(1H-pyrazolo[3,4-b]pyridine-3-yl)pyridine-2-yl)piperazin-2-yl)-3-methylbutan-2-ol

(S)-3-(6-(3-phenylpiperazin-1-yl)pyridin-2-yl)-1H-pyrazolo[3,4-b]pyridine

3-(6-bromopyridin-2-yl)-1-trityl-1H-pyrazolo[3,4-b]pyridine

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