(4-fluorophenyl)(1-(5-methyl-1H-pyrazol-3-ylamino)isoquinolin-3-yl)methanone

Base Information

Chemical Name:(4-fluorophenyl)(1-(5-methyl-1H-pyrazol-3-ylamino)isoquinolin-3-yl)methanone
CAS No.:1362689-15-3
Molecular Formula:C₂₀H₁₅FN₄O
Molecular Weight:346.364
Hs Code.:

Synonyms:(4-fluorophenyl)(1-(5-methyl-1H-pyrazol-3-ylamino)isoquinolin-3-yl)methanone

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Chemical Property of (4-fluorophenyl)(1-(5-methyl-1H-pyrazol-3-ylamino)isoquinolin-3-yl)methanone

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Technology Process of (4-fluorophenyl)(1-(5-methyl-1H-pyrazol-3-ylamino)isoquinolin-3-yl)methanone

There total 6 articles about (4-fluorophenyl)(1-(5-methyl-1H-pyrazol-3-ylamino)isoquinolin-3-yl)methanone 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: 28.0%

: 1362689-46-0
tert-butyl 3-(3-(4-fluorobenzoyl)isoquinolin-1-ylamino)-5-methyl-1H-pyrazole-1-carboxylate

: 1362689-15-3
(4-fluorophenyl)(1-(5-methyl-1H-pyrazol-3-ylamino)isoquinolin-3-yl)methanone

Guidance literature:: tert-butyl 3-(3-(4-fluorobenzoyl)isoquinolin-1-ylamino)-5-methyl-1H-pyrazole-1-carboxylate; With hydrogenchloride; In 1,4-dioxane; water; at 20 ℃; for 2h;

With sodium hydrogencarbonate; In water; pH=7;

Reference yield:

: 610-97-9
o-iodo-methyl-benzoic acid

: 1362689-15-3
(4-fluorophenyl)(1-(5-methyl-1H-pyrazol-3-ylamino)isoquinolin-3-yl)methanone

Guidance literature:: Multi-step reaction with 6 steps

1.1: sodium hydrogencarbonate / tetrabutyl-ammonium chloride; palladium diacetate / N,N-dimethyl-formamide / 15 h / 55 °C

2.1: hydrogenchloride / water / 3 h / 100 °C

2.2: 20 °C / pH 7

3.1: trichlorophosphate / 2 h / Reflux

3.2: 20 °C / pH 7 / Cooling with ice

4.1: diethyl ether; tetrahydrofuran / 2.5 h / -30 °C

5.1: CsCO₃ / 4a,9a-dihydro-9,9-dimethyl-4,5-bis(diphenylphosphino)-xanthene; tris(dibenzylideneacetone)dipalladium⁽⁰⁾ chloroform complex / 4 h / 70 - 100 °C

6.1: hydrogenchloride / 1,4-dioxane; water / 2 h / 20 °C

6.2: pH 7

With hydrogenchloride; CsCO₃; sodium hydrogencarbonate; trichlorophosphate; tris(dibenzylideneacetone)dipalladium⁽⁰⁾ chloroform complex; 4a,9a-dihydro-9,9-dimethyl-4,5-bis(diphenylphosphino)-xanthene; tetrabutyl-ammonium chloride; palladium diacetate; In tetrahydrofuran; 1,4-dioxane; diethyl ether; water; N,N-dimethyl-formamide;

Reference yield:

: 69454-42-8
methyl 1-oxo-1,2-dihydroisoquinoline-3-carboxylate

: 1362689-15-3
(4-fluorophenyl)(1-(5-methyl-1H-pyrazol-3-ylamino)isoquinolin-3-yl)methanone

Guidance literature:: Multi-step reaction with 5 steps

1.1: hydrogenchloride / water / 3 h / 100 °C

1.2: 20 °C / pH 7

2.1: trichlorophosphate / 2 h / Reflux

2.2: 20 °C / pH 7 / Cooling with ice

3.1: diethyl ether; tetrahydrofuran / 2.5 h / -30 °C

4.1: CsCO₃ / 4a,9a-dihydro-9,9-dimethyl-4,5-bis(diphenylphosphino)-xanthene; tris(dibenzylideneacetone)dipalladium⁽⁰⁾ chloroform complex / 4 h / 70 - 100 °C

5.1: hydrogenchloride / 1,4-dioxane; water / 2 h / 20 °C

5.2: pH 7

With hydrogenchloride; CsCO₃; trichlorophosphate; tris(dibenzylideneacetone)dipalladium⁽⁰⁾ chloroform complex; 4a,9a-dihydro-9,9-dimethyl-4,5-bis(diphenylphosphino)-xanthene; In tetrahydrofuran; 1,4-dioxane; diethyl ether; water;