N⁴-(3-ethynylphenyl)-6-(2-pyridin-2-yl-ethyl)-7H-pyrrolo[2,3-d]pyrimidine-2,4-diamine

Base Information

• Chemical Name: N⁴-(3-ethynylphenyl)-6-(2-pyridin-2-yl-ethyl)-7H-pyrrolo[2,3-d]pyrimidine-2,4-diamine
• CAS No.: 1424328-85-7
• Molecular Formula: C₂₁H₁₈N₆
• Molecular Weight: 354.414

Synonyms:N⁴-(3-ethynylphenyl)-6-(2-pyridin-2-yl-ethyl)-7H-pyrrolo[2,3-d]pyrimidine-2,4-diamine

Chemical Property of N⁴-(3-ethynylphenyl)-6-(2-pyridin-2-yl-ethyl)-7H-pyrrolo[2,3-d]pyrimidine-2,4-diamine

Chemical Property:

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Technology Process of N⁴-(3-ethynylphenyl)-6-(2-pyridin-2-yl-ethyl)-7H-pyrrolo[2,3-d]pyrimidine-2,4-diamine

There total 6 articles about N⁴-(3-ethynylphenyl)-6-(2-pyridin-2-yl-ethyl)-7H-pyrrolo[2,3-d]pyrimidine-2,4-diamine 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: 86.0%

N-{4-[(3-ethynylphenyl)amino]-6-(2-pyridin-2-yl-ethyl)-7H-pyrrolo[2,3-d]pyrimidin-2-yl}-2,2-dimethylpropanamide (1424329-05-4) → N4-(3-ethynylphenyl)-6-(2-pyridin-2-yl-ethyl)-7H-pyrrolo[2,3-d]pyrimidine-2,4-diamine (1424328-85-7)

Guidance literature:

With sodium hydroxide; In methanol; at 70 ℃; for 10h;

DOI:10.1016/j.bmc.2012.12.045

Reference yield:

2,2-dimethyl-N-[4-oxo-6-(pyridin-2-ylethynyl)-4,7-dihydro-3H-pyrrolo[2,3-d]pyrimidin-2-yl]propanamide (479546-80-0) → N4-(3-ethynylphenyl)-6-(2-pyridin-2-yl-ethyl)-7H-pyrrolo[2,3-d]pyrimidine-2,4-diamine (1424328-85-7)

Guidance literature:

Multi-step reaction with 4 steps

1: 5%-palladium/activated carbon; ammonium hydroxide; hydrogen / N,N-dimethyl-formamide; tetrahydrofuran / 24 h / 2585.81 Torr

2: trichlorophosphate / 3 h / Reflux

3: hydrogenchloride / isopropyl alcohol; water / 3 h / Reflux

4: sodium hydroxide / methanol / 10 h / 70 °C

With hydrogenchloride; ammonium hydroxide; 5%-palladium/activated carbon; hydrogen; sodium hydroxide; trichlorophosphate; In tetrahydrofuran; methanol; water; N,N-dimethyl-formamide; isopropyl alcohol;

DOI:10.1016/j.bmc.2012.12.045

Reference yield:

2,2-dimethyl-N-[4-oxo-6-(2-pyridin-2-ylethyl)-4,7-dihydro-3H-pyrrolo[2,3-d]pyrimidin-2-yl]propanamide (479546-87-7) → N4-(3-ethynylphenyl)-6-(2-pyridin-2-yl-ethyl)-7H-pyrrolo[2,3-d]pyrimidine-2,4-diamine (1424328-85-7)

Guidance literature:

Multi-step reaction with 3 steps

1: trichlorophosphate / 3 h / Reflux

2: hydrogenchloride / isopropyl alcohol; water / 3 h / Reflux

3: sodium hydroxide / methanol / 10 h / 70 °C

With hydrogenchloride; sodium hydroxide; trichlorophosphate; In methanol; water; isopropyl alcohol;

DOI:10.1016/j.bmc.2012.12.045

upstream raw materials:

2,2-dimethyl-N-[4-oxo-6-(pyridin-2-ylethynyl)-4,7-dihydro-3H-pyrrolo[2,3-d]pyrimidin-2-yl]propanamide

2,2-dimethyl-N-[4-oxo-6-(2-pyridin-2-ylethyl)-4,7-dihydro-3H-pyrrolo[2,3-d]pyrimidin-2-yl]propanamide

N-[4-chloro-6-(2-pyridin-2-ylethyl)-7H-pyrrolo[2,3-d]pyrimidin-2-yl]-2,2-dimethylpropanamide

N-{4-[(3-ethynylphenyl)amino]-6-(2-pyridin-2-yl-ethyl)-7H-pyrrolo[2,3-d]pyrimidin-2-yl}-2,2-dimethylpropanamide

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