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

Base Information

Chemical Name:2-{[cis-4-(2-amino-4-methyl-7-oxopyrido[2,3-d]pyrimidin-8(7H)-yl)cyclohexyl]oxy}acetamide
CAS No.:1431626-42-4
Molecular Formula:C₁₆H₂₁N₅O₃
Molecular Weight:331.374
Hs Code.:

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

There total 8 articles about 2-{[cis-4-(2-amino-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: 89.0%

: 1431626-41-3
ethyl (2E)-3-(2-amino-4-{[cis-4-(2-amino-2-oxoethoxy)cyclohexyl]amino}-6-methylpyrimidin-5-yl)acrylate

: 1431626-42-4
2-{[cis-4-(2-amino-4-methyl-7-oxopyrido[2,3-d]pyrimidin-8(7H)-yl)cyclohexyl]oxy}acetamide

Guidance literature:: With sodium thiophenolate; thiophenol; 1,8-diazabicyclo[5.4.0]undec-7-ene; N-ethyl-N,N-diisopropylamine; In N,N-dimethyl-formamide; at 110 ℃;
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

: 1431626-42-4
2-{[cis-4-(2-amino-4-methyl-7-oxopyrido[2,3-d]pyrimidin-8(7H)-yl)cyclohexyl]oxy}acetamide

Guidance literature:: Multi-step reaction with 4 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

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

Reference yield:

: C₂₃H₃₃BrN₄O₃

: 1431626-42-4
2-{[cis-4-(2-amino-4-methyl-7-oxopyrido[2,3-d]pyrimidin-8(7H)-yl)cyclohexyl]oxy}acetamide

Guidance literature:: Multi-step reaction with 5 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

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; ammonia; water; sodium thiophenolate; 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;
DOI:10.1016/j.bmcl.2013.02.020