(R)-2-(3-aminopiperidin-1-yl)-3-benzyl-5-((4-methylquinazolin-2-yl)methyl)-7,8-dihydro-3H-imidazo[2,1-b]purin-4(5H)-one

Base Information

• Chemical Name: (R)-2-(3-aminopiperidin-1-yl)-3-benzyl-5-((4-methylquinazolin-2-yl)methyl)-7,8-dihydro-3H-imidazo[2,1-b]purin-4(5H)-one
• CAS No.: 1381794-97-3
• Molecular Formula: C₂₉H₃₁N₉O
• Molecular Weight: 521.625

Synonyms:(R)-2-(3-aminopiperidin-1-yl)-3-benzyl-5-((4-methylquinazolin-2-yl)methyl)-7,8-dihydro-3H-imidazo[2,1-b]purin-4(5H)-one

Chemical Property of (R)-2-(3-aminopiperidin-1-yl)-3-benzyl-5-((4-methylquinazolin-2-yl)methyl)-7,8-dihydro-3H-imidazo[2,1-b]purin-4(5H)-one

Chemical Property:

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Technology Process of (R)-2-(3-aminopiperidin-1-yl)-3-benzyl-5-((4-methylquinazolin-2-yl)methyl)-7,8-dihydro-3H-imidazo[2,1-b]purin-4(5H)-one

There total 7 articles about (R)-2-(3-aminopiperidin-1-yl)-3-benzyl-5-((4-methylquinazolin-2-yl)methyl)-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:

C34H39N9O3 → (R)-2-(3-aminopiperidin-1-yl)-3-benzyl-5-((4-methylquinazolin-2-yl)methyl)-7,8-dihydro-3H-imidazo[2,1-b]purin-4(5H)-one (1381794-97-3)

Guidance literature:

With trifluoroacetic acid; In dichloromethane; at 20 ℃; for 1.5h; Inert atmosphere;

DOI:10.1016/j.bmc.2016.09.007

Reference yield:

2-(2-chloro-7-(4-methoxybenzyl)-6-oxo-6,7-dihydro-1H-purin-1-yl)acetonitrile (1381795-10-3) → (R)-2-(3-aminopiperidin-1-yl)-3-benzyl-5-((4-methylquinazolin-2-yl)methyl)-7,8-dihydro-3H-imidazo[2,1-b]purin-4(5H)-one (1381794-97-3)

Guidance literature:

Multi-step reaction with 8 steps

1.1: hydrogenchloride / 1,4-dioxane / 7 h / 0 °C / Inert atmosphere

1.2: 0 - 20 °C / Inert atmosphere

2.1: N-ethyl-N,N-diisopropylamine / 1,4-dioxane / 0.5 h / 125 °C / Inert atmosphere; Microwave irradiation

3.1: methanesulfonyl chloride; triethylamine / dichloromethane / 5 h / Inert atmosphere

4.1: trifluoroacetic acid / 70 °C / Sealed tube

5.1: N-Bromosuccinimide / N,N-dimethyl-formamide / 2.5 h / 0 °C / Inert atmosphere

6.1: N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / Inert atmosphere

7.1: N-ethyl-N,N-diisopropylamine / 1-methyl-pyrrolidin-2-one / 100 °C / Inert atmosphere

8.1: trifluoroacetic acid / dichloromethane / 1.5 h / 20 °C / Inert atmosphere

With hydrogenchloride; N-Bromosuccinimide; methanesulfonyl chloride; triethylamine; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; In 1,4-dioxane; 1-methyl-pyrrolidin-2-one; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1016/j.bmc.2016.09.007

Reference yield:

3-(4-methoxybenzyl)-5-((4-methylquinazolin-2-yl)methyl)-7,8-dihydro-3H-imidazo[2,1-b]purin-4(5H)-one (1381795-14-7) → (R)-2-(3-aminopiperidin-1-yl)-3-benzyl-5-((4-methylquinazolin-2-yl)methyl)-7,8-dihydro-3H-imidazo[2,1-b]purin-4(5H)-one (1381794-97-3)

Guidance literature:

Multi-step reaction with 5 steps

1: trifluoroacetic acid / 70 °C / Sealed tube

2: N-Bromosuccinimide / N,N-dimethyl-formamide / 2.5 h / 0 °C / Inert atmosphere

3: N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / Inert atmosphere

4: N-ethyl-N,N-diisopropylamine / 1-methyl-pyrrolidin-2-one / 100 °C / Inert atmosphere

5: trifluoroacetic acid / dichloromethane / 1.5 h / 20 °C / Inert atmosphere

With N-Bromosuccinimide; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; In 1-methyl-pyrrolidin-2-one; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1016/j.bmc.2016.09.007

upstream raw materials:

2-(2-chloro-7-(4-methoxybenzyl)-6-oxo-6,7-dihydro-1H-purin-1-yl)acetonitrile

3-(4-methoxybenzyl)-5-((4-methylquinazolin-2-yl)methyl)-7,8-dihydro-3H-imidazo[2,1-b]purin-4(5H)-one

5-((4-methylquinazolin-2-yl)methyl)-7,8-dihydro-3H-imidazo[2,1-b]purin-4(5H)-one

2-chloro-7-(4-methoxybenzyl)-1-((4-methylquinazolin-2-yl)methyl)-1H-purin-6(7H)-one

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