1-[4-fluoro-5-(1-methyl-1H-pyrazol-4-yl)-1H-pyrrolo[2,3-b]pyridin-3-yl]-4-(3-fluorophenyl)-4-methoxymethoxypent-2-yn-1-one

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Chemical Name:1-[4-fluoro-5-(1-methyl-1H-pyrazol-4-yl)-1H-pyrrolo[2,3-b]pyridin-3-yl]-4-(3-fluorophenyl)-4-methoxymethoxypent-2-yn-1-one
CAS No.:1313021-85-0
Molecular Formula:C₂₄H₂₀F₂N₄O₃
Molecular Weight:450.445
Hs Code.:

Synonyms:1-[4-fluoro-5-(1-methyl-1H-pyrazol-4-yl)-1H-pyrrolo[2,3-b]pyridin-3-yl]-4-(3-fluorophenyl)-4-methoxymethoxypent-2-yn-1-one

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Chemical Property of 1-[4-fluoro-5-(1-methyl-1H-pyrazol-4-yl)-1H-pyrrolo[2,3-b]pyridin-3-yl]-4-(3-fluorophenyl)-4-methoxymethoxypent-2-yn-1-one

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Technology Process of 1-[4-fluoro-5-(1-methyl-1H-pyrazol-4-yl)-1H-pyrrolo[2,3-b]pyridin-3-yl]-4-(3-fluorophenyl)-4-methoxymethoxypent-2-yn-1-one

There total 11 articles about 1-[4-fluoro-5-(1-methyl-1H-pyrazol-4-yl)-1H-pyrrolo[2,3-b]pyridin-3-yl]-4-(3-fluorophenyl)-4-methoxymethoxypent-2-yn-1-one 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:

: 640735-24-6,934388-23-5
4-bromo-1-[tris(propan-2-yl)silyl]-1H-pyrrolo[2,3-b]pyridine

: 1313021-85-0
1-[4-fluoro-5-(1-methyl-1H-pyrazol-4-yl)-1H-pyrrolo[2,3-b]pyridin-3-yl]-4-(3-fluorophenyl)-4-methoxymethoxypent-2-yn-1-one

Guidance literature:: Multi-step reaction with 8 steps

1.1: n-butyllithium; pyridine / diethyl ether / 0.5 h / -70 - -65 °C

1.2: 2 h / -70 - -65 °C

2.1: sec.-butyllithium / tetrahydrofuran / 0.5 h / -70 - -65 °C / Inert atmosphere

2.2: 1 h / Inert atmosphere

3.1: sodium carbonate / tetrakis(triphenylphosphine) palladium⁽⁰⁾ / 1,4-dioxane / 100 °C / Inert atmosphere

4.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 2 h / 20 °C

5.1: potassium hydroxide; iodine / N,N-dimethyl-formamide / 2 h / 20 °C

6.1: dmap; triethylamine / dichloromethane / 3 h / 20 °C

7.1: caesium carbonate / palladium diacetate; tri-tert-butyl phosphine / toluene; acetonitrile / 0.17 h / 80 °C

8.1: potassium carbonate; methanol / 1 h / 20 °C

With pyridine; methanol; dmap; n-butyllithium; tetrabutyl ammonium fluoride; iodine; sec.-butyllithium; sodium carbonate; potassium carbonate; caesium carbonate; triethylamine; potassium hydroxide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; tri-tert-butyl phosphine; palladium diacetate; In tetrahydrofuran; 1,4-dioxane; diethyl ether; dichloromethane; N,N-dimethyl-formamide; toluene; acetonitrile;

Reference yield:

: 1313021-73-6
C₁₁H₉BrN₄

: 1313021-85-0
1-[4-fluoro-5-(1-methyl-1H-pyrazol-4-yl)-1H-pyrrolo[2,3-b]pyridin-3-yl]-4-(3-fluorophenyl)-4-methoxymethoxypent-2-yn-1-one

Guidance literature:: Multi-step reaction with 7 steps

1.1: sodium hydride / tetrahydrofuran / 65 °C

2.1: tert.-butyl lithium / tetrahydrofuran

2.2: -78 °C

3.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 2 h / 20 °C

4.1: potassium hydroxide; iodine / N,N-dimethyl-formamide / 2 h / 20 °C

5.1: dmap; triethylamine / dichloromethane / 3 h / 20 °C

6.1: caesium carbonate / palladium diacetate; tri-tert-butyl phosphine / toluene; acetonitrile / 0.17 h / 80 °C

7.1: potassium carbonate; methanol / 1 h / 20 °C

With methanol; dmap; tetrabutyl ammonium fluoride; iodine; tert.-butyl lithium; sodium hydride; potassium carbonate; caesium carbonate; triethylamine; potassium hydroxide; tri-tert-butyl phosphine; palladium diacetate; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide; toluene; acetonitrile;

Reference yield:

: 640735-25-7
4-fluoro-1-[tris(propan-2-yl)silyl]-1H-pyrrolo[2,3-b]pyridine

: 1313021-85-0
1-[4-fluoro-5-(1-methyl-1H-pyrazol-4-yl)-1H-pyrrolo[2,3-b]pyridin-3-yl]-4-(3-fluorophenyl)-4-methoxymethoxypent-2-yn-1-one

Guidance literature:: Multi-step reaction with 7 steps

1.1: sec.-butyllithium / tetrahydrofuran / 0.5 h / -70 - -65 °C / Inert atmosphere

1.2: 1 h / Inert atmosphere

2.1: sodium carbonate / tetrakis(triphenylphosphine) palladium⁽⁰⁾ / 1,4-dioxane / 100 °C / Inert atmosphere

3.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 2 h / 20 °C

4.1: potassium hydroxide; iodine / N,N-dimethyl-formamide / 2 h / 20 °C

5.1: dmap; triethylamine / dichloromethane / 3 h / 20 °C

6.1: caesium carbonate / palladium diacetate; tri-tert-butyl phosphine / toluene; acetonitrile / 0.17 h / 80 °C

7.1: potassium carbonate; methanol / 1 h / 20 °C

With methanol; dmap; tetrabutyl ammonium fluoride; iodine; sec.-butyllithium; sodium carbonate; potassium carbonate; caesium carbonate; triethylamine; potassium hydroxide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; tri-tert-butyl phosphine; palladium diacetate; In tetrahydrofuran; 1,4-dioxane; dichloromethane; N,N-dimethyl-formamide; toluene; acetonitrile;