(R)-4-(4-(1-(naphthalen-1-yl)ethylamino)-7H-pyrrolo[2,3-d]pyrimidin-6-yl)phenol

Base Information

• Chemical Name: (R)-4-(4-(1-(naphthalen-1-yl)ethylamino)-7H-pyrrolo[2,3-d]pyrimidin-6-yl)phenol
• CAS No.: 1418273-09-2
• Molecular Formula: C₂₄H₂₀N₄O
• Molecular Weight: 380.449
• Mol file: 1418273-09-2.mol

Synonyms:(R)-4-(4-(1-(naphthalen-1-yl)ethylamino)-7H-pyrrolo[2,3-d]pyrimidin-6-yl)phenol

Chemical Property of (R)-4-(4-(1-(naphthalen-1-yl)ethylamino)-7H-pyrrolo[2,3-d]pyrimidin-6-yl)phenol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (R)-4-(4-(1-(naphthalen-1-yl)ethylamino)-7H-pyrrolo[2,3-d]pyrimidin-6-yl)phenol

There total 4 articles about (R)-4-(4-(1-(naphthalen-1-yl)ethylamino)-7H-pyrrolo[2,3-d]pyrimidin-6-yl)phenol 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: 53.0%

(R)-6-(4-methoxyphenyl)-N-(1-(naphthalen-1-yl)ethyl)-7H-pyrrolo[2,3-d]pyrimidin-4-amine (1418272-99-7) → (R)-4-(4-(1-(naphthalen-1-yl)ethylamino)-7H-pyrrolo[2,3-d]pyrimidin-6-yl)phenol (1418273-09-2)

Guidance literature:

With boron tribromide; In dichloromethane; at 0 - 20 ℃; for 25h; Inert atmosphere;

DOI:10.1016/j.bioorg.2012.06.003

Reference yield:

2-Bromo-4'-methoxyacetophenone (2632-13-5) → (R)-4-(4-(1-(naphthalen-1-yl)ethylamino)-7H-pyrrolo[2,3-d]pyrimidin-6-yl)phenol (1418273-09-2)

Guidance literature:

Multi-step reaction with 5 steps

1: sodium ethanolate / ethanol

2: formic acid / N,N-dimethyl-formamide / 150 °C

3: trichlorophosphate / 90 °C

4: butan-1-ol / 24 h / 145 °C / Inert atmosphere

5: boron tribromide / dichloromethane / 25 h / 0 - 20 °C / Inert atmosphere

With formic acid; sodium ethanolate; boron tribromide; trichlorophosphate; In ethanol; dichloromethane; N,N-dimethyl-formamide; butan-1-ol;

DOI:10.1016/j.bioorg.2012.06.003

Reference yield:

4-hydroxy-6-(4-methoxyphenyl)-7H-pyrrolo[2,3-d]pyrimidine (173458-97-4) → (R)-4-(4-(1-(naphthalen-1-yl)ethylamino)-7H-pyrrolo[2,3-d]pyrimidin-6-yl)phenol (1418273-09-2)

Guidance literature:

Multi-step reaction with 3 steps

1: trichlorophosphate / 90 °C

2: butan-1-ol / 24 h / 145 °C / Inert atmosphere

3: boron tribromide / dichloromethane / 25 h / 0 - 20 °C / Inert atmosphere

With boron tribromide; trichlorophosphate; In dichloromethane; butan-1-ol;

DOI:10.1016/j.bioorg.2012.06.003

upstream raw materials:

(R)-6-(4-methoxyphenyl)-N-(1-(naphthalen-1-yl)ethyl)-7H-pyrrolo[2,3-d]pyrimidin-4-amine

2-Bromo-4'-methoxyacetophenone

4-hydroxy-6-(4-methoxyphenyl)-7H-pyrrolo[2,3-d]pyrimidine

4-chloro-6-(4-methoxyphenyl)-7H-pyrrolo[2,3-d]pyrimidine