tert-butyl ((3R)-1-(3-(2-cyanobenzyl)-6-(4-fluorophenyl)-4-oxo-4,7-dihydro-3H-pyrrolo[2,3-d]pyrimidin-2-yl)piperidin-3-yl)carbamate

Base Information

Chemical Name:tert-butyl ((3R)-1-(3-(2-cyanobenzyl)-6-(4-fluorophenyl)-4-oxo-4,7-dihydro-3H-pyrrolo[2,3-d]pyrimidin-2-yl)piperidin-3-yl)carbamate
CAS No.:1377432-88-6
Molecular Formula:C₃₀H₃₁FN₆O₃
Molecular Weight:542.613
Hs Code.:

Synonyms:tert-butyl ((3R)-1-(3-(2-cyanobenzyl)-6-(4-fluorophenyl)-4-oxo-4,7-dihydro-3H-pyrrolo[2,3-d]pyrimidin-2-yl)piperidin-3-yl)carbamate

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Chemical Property of tert-butyl ((3R)-1-(3-(2-cyanobenzyl)-6-(4-fluorophenyl)-4-oxo-4,7-dihydro-3H-pyrrolo[2,3-d]pyrimidin-2-yl)piperidin-3-yl)carbamate

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Technology Process of tert-butyl ((3R)-1-(3-(2-cyanobenzyl)-6-(4-fluorophenyl)-4-oxo-4,7-dihydro-3H-pyrrolo[2,3-d]pyrimidin-2-yl)piperidin-3-yl)carbamate

There total 8 articles about tert-butyl ((3R)-1-(3-(2-cyanobenzyl)-6-(4-fluorophenyl)-4-oxo-4,7-dihydro-3H-pyrrolo[2,3-d]pyrimidin-2-yl)piperidin-3-yl)carbamate 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:

: 1377432-86-4
tert-butyl ((3R)-1-(6-bromo-3-(2-cyanobenzyl)-4-oxo-4,7-dihydro-3H-pyrrolo[2,3-d]pyrimidin-2-yl)piperidin-3-yl)carbamate

: 1765-93-1
4-fluoroboronic acid

: 1377432-88-6
tert-butyl ((3R)-1-(3-(2-cyanobenzyl)-6-(4-fluorophenyl)-4-oxo-4,7-dihydro-3H-pyrrolo[2,3-d]pyrimidin-2-yl)piperidin-3-yl)carbamate

Guidance literature:: With tetrakis(triphenylphosphine) palladium⁽⁰⁾; tert-butylamine; In water; isopropyl alcohol; at 100 ℃; Inert atmosphere;
DOI:10.1016/j.ejmech.2012.03.015

Reference yield:

: 1245811-22-6
2-chloro-7H-pyrrolo[2,3-d]pyrimidin-4-ol

: 1377432-88-6
tert-butyl ((3R)-1-(3-(2-cyanobenzyl)-6-(4-fluorophenyl)-4-oxo-4,7-dihydro-3H-pyrrolo[2,3-d]pyrimidin-2-yl)piperidin-3-yl)carbamate

Guidance literature:: Multi-step reaction with 6 steps

1.1: dmap; triethylamine / tetrahydrofuran / 0.5 h / 0 °C

1.2: 20 °C

2.1: sodium hydride / 1,2-dimethoxyethane; N,N-dimethyl-formamide / 0.33 h / 0 °C

2.2: 0 - 20 °C

2.3: 65 °C

3.1: sodium hydrogencarbonate / ethanol / 6 h / 150 °C

4.1: potassium carbonate / dichloromethane / 0.5 h / 0 °C

4.2: 20 °C

5.1: N-Bromosuccinimide / dichloromethane / 4 h / 20 °C

6.1: tetrakis(triphenylphosphine) palladium⁽⁰⁾; tert-butylamine / water; isopropyl alcohol / 100 °C / Inert atmosphere

With dmap; N-Bromosuccinimide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium hydride; sodium hydrogencarbonate; potassium carbonate; tert-butylamine; triethylamine; In tetrahydrofuran; 1,2-dimethoxyethane; ethanol; dichloromethane; water; N,N-dimethyl-formamide; isopropyl alcohol; 6.1: Suzuki coupling;
DOI:10.1016/j.ejmech.2012.03.015

Reference yield:

: 1245811-23-7
tert-butyl 2-chloro-4-hydroxy-7H-pyrrolo[2,3-d]pyrimidine-7-carboxylate

: 1377432-88-6
tert-butyl ((3R)-1-(3-(2-cyanobenzyl)-6-(4-fluorophenyl)-4-oxo-4,7-dihydro-3H-pyrrolo[2,3-d]pyrimidin-2-yl)piperidin-3-yl)carbamate

Guidance literature:: Multi-step reaction with 5 steps

1.1: sodium hydride / 1,2-dimethoxyethane; N,N-dimethyl-formamide / 0.33 h / 0 °C

1.2: 0 - 20 °C

1.3: 65 °C

2.1: sodium hydrogencarbonate / ethanol / 6 h / 150 °C

3.1: potassium carbonate / dichloromethane / 0.5 h / 0 °C

3.2: 20 °C

4.1: N-Bromosuccinimide / dichloromethane / 4 h / 20 °C

5.1: tetrakis(triphenylphosphine) palladium⁽⁰⁾; tert-butylamine / water; isopropyl alcohol / 100 °C / Inert atmosphere

With N-Bromosuccinimide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium hydride; sodium hydrogencarbonate; potassium carbonate; tert-butylamine; In 1,2-dimethoxyethane; ethanol; dichloromethane; water; N,N-dimethyl-formamide; isopropyl alcohol; 5.1: Suzuki coupling;
DOI:10.1016/j.ejmech.2012.03.015