2-({cis-4-[2-amino-6-(6-methoxypyridin-3-yl)-4-methyl-7-oxopyrido[2,3-d]pyrimidin-8(7H)-yl]cyclohexyl}oxy)acetamide

Base Information

Chemical Name:2-({cis-4-[2-amino-6-(6-methoxypyridin-3-yl)-4-methyl-7-oxopyrido[2,3-d]pyrimidin-8(7H)-yl]cyclohexyl}oxy)acetamide
CAS No.:1013101-53-5
Molecular Formula:C₂₂H₂₆N₆O₄
Molecular Weight:438.486
Hs Code.:

Synonyms:2-({cis-4-[2-amino-6-(6-methoxypyridin-3-yl)-4-methyl-7-oxopyrido[2,3-d]pyrimidin-8(7H)-yl]cyclohexyl}oxy)acetamide

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Chemical Property of 2-({cis-4-[2-amino-6-(6-methoxypyridin-3-yl)-4-methyl-7-oxopyrido[2,3-d]pyrimidin-8(7H)-yl]cyclohexyl}oxy)acetamide

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Technology Process of 2-({cis-4-[2-amino-6-(6-methoxypyridin-3-yl)-4-methyl-7-oxopyrido[2,3-d]pyrimidin-8(7H)-yl]cyclohexyl}oxy)acetamide

There total 10 articles about 2-({cis-4-[2-amino-6-(6-methoxypyridin-3-yl)-4-methyl-7-oxopyrido[2,3-d]pyrimidin-8(7H)-yl]cyclohexyl}oxy)acetamide 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: 88.0%

: 1431626-43-5
2-{[cis-4-(2-amino-6-bromo-4-methyl-7-oxopyrido[2,3-d]pyrimidin-8(7H)-yl)cyclohexyl]oxy}acetamide

: 163105-89-3,600726-67-8
2-methoxy-pyridine-5-boronic acid

: 1013101-53-5
2-({cis-4-[2-amino-6-(6-methoxypyridin-3-yl)-4-methyl-7-oxopyrido[2,3-d]pyrimidin-8(7H)-yl]cyclohexyl}oxy)acetamide

Guidance literature:: With bis-triphenylphosphine-palladium(II) chloride; potassium carbonate; In water; N,N-dimethyl-formamide; at 120 ℃; for 0.333333h; Inert atmosphere; Microwave irradiation;
DOI:10.1016/j.bmcl.2013.02.020

Reference yield:

: C₂₃H₃₃BrN₄O₃

: 1013101-53-5
2-({cis-4-[2-amino-6-(6-methoxypyridin-3-yl)-4-methyl-7-oxopyrido[2,3-d]pyrimidin-8(7H)-yl]cyclohexyl}oxy)acetamide

Guidance literature:: Multi-step reaction with 7 steps

1.1: tetrahydrofuran / 20 °C

2.1: ammonia / water; methanol / 2 h / 20 °C

3.1: water / ethanol / Reflux

3.2: 72 h / 20 °C / Sealed tube

4.1: triethylamine; tetrakis(triphenylphosphine) palladium⁽⁰⁾ / 130 °C / Inert atmosphere; Sealed tube

4.2: 130 °C / Inert atmosphere; Sealed tube

5.1: thiophenol; sodium thiophenolate; 1,8-diazabicyclo[5.4.0]undec-7-ene; N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 110 °C

6.1: N-Bromosuccinimide / N,N-dimethyl-formamide / 1 h / 20 °C

7.1: potassium carbonate; bis-triphenylphosphine-palladium(II) chloride / water; N,N-dimethyl-formamide / 0.33 h / 120 °C / Inert atmosphere; Microwave irradiation

With bis-triphenylphosphine-palladium(II) chloride; N-Bromosuccinimide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; ammonia; water; sodium thiophenolate; potassium carbonate; thiophenol; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; methanol; ethanol; water; N,N-dimethyl-formamide; 7.1: |Suzuki Coupling;
DOI:10.1016/j.bmcl.2013.02.020

Reference yield:

: 1431626-38-8
methyl [(cis-4-{[5-bromo-2-(2,5-dimethyl-1H-pyrrol-1-yl)-6-methylpyrimidin-4-yl]amino}cyclohexyl)oxy]acetate

: 1013101-53-5
2-({cis-4-[2-amino-6-(6-methoxypyridin-3-yl)-4-methyl-7-oxopyrido[2,3-d]pyrimidin-8(7H)-yl]cyclohexyl}oxy)acetamide

Guidance literature:: Multi-step reaction with 6 steps

1.1: ammonia / water; methanol / 2 h / 20 °C

2.1: water / ethanol / Reflux

2.2: 72 h / 20 °C / Sealed tube

3.1: triethylamine; tetrakis(triphenylphosphine) palladium⁽⁰⁾ / 130 °C / Inert atmosphere; Sealed tube

3.2: 130 °C / Inert atmosphere; Sealed tube

4.1: thiophenol; sodium thiophenolate; 1,8-diazabicyclo[5.4.0]undec-7-ene; N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 110 °C

5.1: N-Bromosuccinimide / N,N-dimethyl-formamide / 1 h / 20 °C

6.1: potassium carbonate; bis-triphenylphosphine-palladium(II) chloride / water; N,N-dimethyl-formamide / 0.33 h / 120 °C / Inert atmosphere; Microwave irradiation

With bis-triphenylphosphine-palladium(II) chloride; N-Bromosuccinimide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; ammonia; water; sodium thiophenolate; potassium carbonate; thiophenol; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; N-ethyl-N,N-diisopropylamine; In methanol; ethanol; water; N,N-dimethyl-formamide; 6.1: |Suzuki Coupling;
DOI:10.1016/j.bmcl.2013.02.020