4-(5-(7-fluoro-3-methyl-3,4-dihydro-2H-benzo[b][1,4]oxazine-4-carbonyl)pyrazolo[1,5-a]pyridin-3-yl)-N-methylbenzamide

Base Information

Chemical Name:4-(5-(7-fluoro-3-methyl-3,4-dihydro-2H-benzo[b][1,4]oxazine-4-carbonyl)pyrazolo[1,5-a]pyridin-3-yl)-N-methylbenzamide
CAS No.:1610610-90-6
Molecular Formula:C₂₅H₂₁FN₄O₃
Molecular Weight:444.465
Hs Code.:

Synonyms:4-(5-(7-fluoro-3-methyl-3,4-dihydro-2H-benzo[b][1,4]oxazine-4-carbonyl)pyrazolo[1,5-a]pyridin-3-yl)-N-methylbenzamide

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Chemical Property of 4-(5-(7-fluoro-3-methyl-3,4-dihydro-2H-benzo[b][1,4]oxazine-4-carbonyl)pyrazolo[1,5-a]pyridin-3-yl)-N-methylbenzamide

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Technology Process of 4-(5-(7-fluoro-3-methyl-3,4-dihydro-2H-benzo[b][1,4]oxazine-4-carbonyl)pyrazolo[1,5-a]pyridin-3-yl)-N-methylbenzamide

There total 11 articles about 4-(5-(7-fluoro-3-methyl-3,4-dihydro-2H-benzo[b][1,4]oxazine-4-carbonyl)pyrazolo[1,5-a]pyridin-3-yl)-N-methylbenzamide 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: 40.0%

: [4-(methylcarbamoyl)phenyl]boronic acid

: 1610611-97-6
(3-bromopyrazolo[1,5-a]pyridin-5-yl)(7-fluoro-3-methyl-2H-benzo[b][1,4]oxazin-4(3H)-yl)methanone

: 1610610-90-6
4-(5-(7-fluoro-3-methyl-3,4-dihydro-2H-benzo[b][1,4]oxazine-4-carbonyl)pyrazolo[1,5-a]pyridin-3-yl)-N-methylbenzamide

Guidance literature:: With potassium fluoride; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; tris-(o-tolyl)phosphine; In ethanol; water; toluene; at 80 ℃; for 4h;

Reference yield:

: 137472-06-1
2-chloro-N-(4-fluoro-2-hydroxyphenyl)acetamide

: 1610610-90-6
4-(5-(7-fluoro-3-methyl-3,4-dihydro-2H-benzo[b][1,4]oxazine-4-carbonyl)pyrazolo[1,5-a]pyridin-3-yl)-N-methylbenzamide

Guidance literature:: Multi-step reaction with 4 steps

1.1: N-ethyl-N,N-diisopropylamine / acetonitrile / 2 h / 80 °C

2.1: tetrahydrofuran / 4 h / 0 - 65 °C

2.2: 0 - 20 °C

2.3: pH 10

3.1: N-ethyl-N,N-diisopropylamine / dichloromethane / 1 h / 20 °C

4.1: potassium fluoride; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; tris-(o-tolyl)phosphine / ethanol; water; toluene / 4 h / 80 °C

With potassium fluoride; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; N-ethyl-N,N-diisopropylamine; tris-(o-tolyl)phosphine; In tetrahydrofuran; ethanol; dichloromethane; water; toluene; acetonitrile; 4.1: |Suzuki Coupling;

Reference yield:

: 876379-79-2
3-bromopyrazolo[1,5-a]pyridine-5-carboxylic acid

: 1610610-90-6
4-(5-(7-fluoro-3-methyl-3,4-dihydro-2H-benzo[b][1,4]oxazine-4-carbonyl)pyrazolo[1,5-a]pyridin-3-yl)-N-methylbenzamide

Guidance literature:: Multi-step reaction with 3 steps

1: oxalyl dichloride; N,N-dimethyl-formamide / dichloromethane / 0.5 h / 20 °C

2: N-ethyl-N,N-diisopropylamine / dichloromethane / 1 h / 20 °C

3: potassium fluoride; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; tris-(o-tolyl)phosphine / ethanol; water; toluene / 4 h / 80 °C

With potassium fluoride; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; oxalyl dichloride; N-ethyl-N,N-diisopropylamine; N,N-dimethyl-formamide; tris-(o-tolyl)phosphine; In ethanol; dichloromethane; water; toluene; 3: |Suzuki Coupling;