[¹⁴C]3-(3-chloro-4-methoxybenzyl)-5-ethyl-2-((tetrahydro-2H-pyran-4-yl)amino)-7,8-dihydro-3H-imidazo[2,1-b]purin-4(5H)-one

Base Information

• Chemical Name: [¹⁴C]3-(3-chloro-4-methoxybenzyl)-5-ethyl-2-((tetrahydro-2H-pyran-4-yl)amino)-7,8-dihydro-3H-imidazo[2,1-b]purin-4(5H)-one
• CAS No.: 1542204-84-1
• Molecular Formula: C₂₂H₂₇ClN₆O₃
• Molecular Weight: 460.937

Synonyms:[¹⁴C]3-(3-chloro-4-methoxybenzyl)-5-ethyl-2-((tetrahydro-2H-pyran-4-yl)amino)-7,8-dihydro-3H-imidazo[2,1-b]purin-4(5H)-one

Chemical Property of [¹⁴C]3-(3-chloro-4-methoxybenzyl)-5-ethyl-2-((tetrahydro-2H-pyran-4-yl)amino)-7,8-dihydro-3H-imidazo[2,1-b]purin-4(5H)-one

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Technology Process of [¹⁴C]3-(3-chloro-4-methoxybenzyl)-5-ethyl-2-((tetrahydro-2H-pyran-4-yl)amino)-7,8-dihydro-3H-imidazo[2,1-b]purin-4(5H)-one

There total 7 articles about [¹⁴C]3-(3-chloro-4-methoxybenzyl)-5-ethyl-2-((tetrahydro-2H-pyran-4-yl)amino)-7,8-dihydro-3H-imidazo[2,1-b]purin-4(5H)-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: 49.0%

4-aminotetrahydropyran (38041-19-9) + [14C]2-chloro-3-(3-chloro-4-methoxybenzyl)-5-ethyl-7,8-dihydro-3H-imidazo[2,1-b] purin-4(5H)-one (1542204-82-9) → [14C]3-(3-chloro-4-methoxybenzyl)-5-ethyl-2-((tetrahydro-2H-pyran-4-yl)amino)-7,8-dihydro-3H-imidazo[2,1-b]purin-4(5H)-one (1542204-84-1)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; In 1-methyl-pyrrolidin-2-one; at 150 ℃; for 22h; Inert atmosphere;

DOI:10.1002/jlcr.3080

Reference yield:

[14C]1-ethyl-7-(4-methoxybenzyl)-1H-purine-2,6(3H,7H)-dione (1542204-70-5) → [14C]3-(3-chloro-4-methoxybenzyl)-5-ethyl-2-((tetrahydro-2H-pyran-4-yl)amino)-7,8-dihydro-3H-imidazo[2,1-b]purin-4(5H)-one (1542204-84-1)

Guidance literature:

Multi-step reaction with 5 steps

1: trichlorophosphate / 95 °C / Sealed tube

2: 1-methyl-pyrrolidin-2-one / 3 h / 130 °C / Inert atmosphere

3: thionyl chloride / dichloromethane / 20 °C / Inert atmosphere

4: hydrogenchloride; N-chloro-succinimide / acetonitrile; water / 3.5 h / Inert atmosphere; Cooling

5: N-ethyl-N,N-diisopropylamine / 1-methyl-pyrrolidin-2-one / 22 h / 150 °C / Inert atmosphere

With hydrogenchloride; N-chloro-succinimide; thionyl chloride; N-ethyl-N,N-diisopropylamine; trichlorophosphate; In 1-methyl-pyrrolidin-2-one; dichloromethane; water; acetonitrile;

DOI:10.1002/jlcr.3080

Reference yield:

[14C]ethyl 2-(N'-cyano-N-(4-methoxybenzyl)formimidamido)acetate → [14C]3-(3-chloro-4-methoxybenzyl)-5-ethyl-2-((tetrahydro-2H-pyran-4-yl)amino)-7,8-dihydro-3H-imidazo[2,1-b]purin-4(5H)-one (1542204-84-1)

Guidance literature:

Multi-step reaction with 7 steps

1: sulfolane; potassium tert-butylate / 1 h / 90 °C

2: sulfolane; potassium tert-butylate / 120 °C / Inert atmosphere

3: trichlorophosphate / 95 °C / Sealed tube

4: 1-methyl-pyrrolidin-2-one / 3 h / 130 °C / Inert atmosphere

5: thionyl chloride / dichloromethane / 20 °C / Inert atmosphere

6: hydrogenchloride; N-chloro-succinimide / acetonitrile; water / 3.5 h / Inert atmosphere; Cooling

7: N-ethyl-N,N-diisopropylamine / 1-methyl-pyrrolidin-2-one / 22 h / 150 °C / Inert atmosphere

With sulfolane; hydrogenchloride; N-chloro-succinimide; thionyl chloride; potassium tert-butylate; N-ethyl-N,N-diisopropylamine; trichlorophosphate; In 1-methyl-pyrrolidin-2-one; dichloromethane; water; acetonitrile;

DOI:10.1002/jlcr.3080

upstream raw materials:

[¹⁴C]ethyl 4-amino-1-(4-methoxybenzyl)-1H-imidazole-5-carboxylate

[¹⁴C]1-ethyl-7-(4-methoxybenzyl)-1H-purine-2,6(3H,7H)-dione

[¹⁴C]2-chloro-1-ethyl-7-(4-methoxybenzyl)-1H-purin-6(7H)-one

[¹⁴C]1-ethyl-2-((2-hydroxyethyl)amino)-7-(4-methoxybenzyl)-1H-purin-6(7H)-one

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