tert-butyl 3-{4-amino-5-[3-fluoro-4-(hydroxymethyl)-5-methoxyphenyl]pyrrolo[2,1-f][1,2,4]triazin-7-yl}piperidine-1-carboxylate

Base Information

Chemical Name:tert-butyl 3-{4-amino-5-[3-fluoro-4-(hydroxymethyl)-5-methoxyphenyl]pyrrolo[2,1-f][1,2,4]triazin-7-yl}piperidine-1-carboxylate
CAS No.:1417736-89-0
Molecular Formula:C₂₄H₃₀FN₅O₄
Molecular Weight:471.532
Hs Code.:

Synonyms:tert-butyl 3-{4-amino-5-[3-fluoro-4-(hydroxymethyl)-5-methoxyphenyl]pyrrolo[2,1-f][1,2,4]triazin-7-yl}piperidine-1-carboxylate

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Chemical Property of tert-butyl 3-{4-amino-5-[3-fluoro-4-(hydroxymethyl)-5-methoxyphenyl]pyrrolo[2,1-f][1,2,4]triazin-7-yl}piperidine-1-carboxylate

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Technology Process of tert-butyl 3-{4-amino-5-[3-fluoro-4-(hydroxymethyl)-5-methoxyphenyl]pyrrolo[2,1-f][1,2,4]triazin-7-yl}piperidine-1-carboxylate

There total 6 articles about tert-butyl 3-{4-amino-5-[3-fluoro-4-(hydroxymethyl)-5-methoxyphenyl]pyrrolo[2,1-f][1,2,4]triazin-7-yl}piperidine-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: 36.0%

: 937047-57-9
rac-tert-butyl 3-(4-amino-5-bromopyrrolo[2,1-f][1,2,4]triazin-7-yl)piperidine-1-carboxylate

: 1417736-84-5
[2-fluoro-6-methoxy-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]methanol

: 1417736-89-0
tert-butyl 3-{4-amino-5-[3-fluoro-4-(hydroxymethyl)-5-methoxyphenyl]pyrrolo[2,1-f][1,2,4]triazin-7-yl}piperidine-1-carboxylate

Guidance literature:: With tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium carbonate; In water; acetonitrile; at 150 ℃; for 1h; Inert atmosphere; Microwave irradiation;

Reference yield:

: 937046-98-5
7-bromo-pyrrolo[2,1-f][1,2,4]triazin-4-ylamine

: 1417736-89-0
tert-butyl 3-{4-amino-5-[3-fluoro-4-(hydroxymethyl)-5-methoxyphenyl]pyrrolo[2,1-f][1,2,4]triazin-7-yl}piperidine-1-carboxylate

Guidance literature:: Multi-step reaction with 5 steps

1.1: chloro-trimethyl-silane / tetrahydrofuran / 3 h / 20 °C / Inert atmosphere

1.2: 3 h / 0 - 20 °C

1.3: 16 h / 20 °C

2.1: trifluoroacetic anhydride; pyridine / 0 - 20 °C

3.1: water; hydrogen; palladium 10% on activated carbon; trifluoroacetic acid / methanol / 24 h / 20 °C / 760.05 Torr

4.1: 1,3-dibromo-5,5-dimethylimidazolidine-2,4-dione / tetrahydrofuran / 2 h / -20 °C

5.1: tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium carbonate / water; acetonitrile / 1 h / 150 °C / Inert atmosphere; Microwave irradiation

With pyridine; tetrakis(triphenylphosphine) palladium⁽⁰⁾; chloro-trimethyl-silane; 1,3-dibromo-5,5-dimethylimidazolidine-2,4-dione; palladium 10% on activated carbon; water; hydrogen; sodium carbonate; trifluoroacetic acid; trifluoroacetic anhydride; In tetrahydrofuran; methanol; water; acetonitrile;

Reference yield:

: 98977-36-7
3-oxo-piperidine-1-carboxylic acid tert-butyl ester

: 1417736-89-0
tert-butyl 3-{4-amino-5-[3-fluoro-4-(hydroxymethyl)-5-methoxyphenyl]pyrrolo[2,1-f][1,2,4]triazin-7-yl}piperidine-1-carboxylate

Guidance literature:: Multi-step reaction with 5 steps

1.1: chloro-trimethyl-silane / tetrahydrofuran / 3 h / 20 °C / Inert atmosphere

1.2: 3 h / 0 - 20 °C

1.3: 16 h / 20 °C

2.1: trifluoroacetic anhydride; pyridine / 0 - 20 °C

3.1: water; hydrogen; palladium 10% on activated carbon; trifluoroacetic acid / methanol / 24 h / 20 °C / 760.05 Torr

4.1: 1,3-dibromo-5,5-dimethylimidazolidine-2,4-dione / tetrahydrofuran / 2 h / -20 °C

5.1: tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium carbonate / water; acetonitrile / 1 h / 150 °C / Inert atmosphere; Microwave irradiation

With pyridine; tetrakis(triphenylphosphine) palladium⁽⁰⁾; chloro-trimethyl-silane; 1,3-dibromo-5,5-dimethylimidazolidine-2,4-dione; palladium 10% on activated carbon; water; hydrogen; sodium carbonate; trifluoroacetic acid; trifluoroacetic anhydride; In tetrahydrofuran; methanol; water; acetonitrile;