tert-butyl 2-(biphenyl-4-yl)-4-phenyl-7H-pyrrolo[2,3-d]pyrimidine-7-carboxylate

Base Information

• Chemical Name: tert-butyl 2-(biphenyl-4-yl)-4-phenyl-7H-pyrrolo[2,3-d]pyrimidine-7-carboxylate
• CAS No.: 1334106-83-0
• Molecular Formula: C₂₉H₂₅N₃O₂
• Molecular Weight: 447.536

Synonyms:tert-butyl 2-(biphenyl-4-yl)-4-phenyl-7H-pyrrolo[2,3-d]pyrimidine-7-carboxylate

Chemical Property of tert-butyl 2-(biphenyl-4-yl)-4-phenyl-7H-pyrrolo[2,3-d]pyrimidine-7-carboxylate

Chemical Property:

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Technology Process of tert-butyl 2-(biphenyl-4-yl)-4-phenyl-7H-pyrrolo[2,3-d]pyrimidine-7-carboxylate

There total 5 articles about tert-butyl 2-(biphenyl-4-yl)-4-phenyl-7H-pyrrolo[2,3-d]pyrimidine-7-carboxylate 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: 76.0%

tert-butyl 2-chloro-4-phenyl-7H-pyrrolo[2,3-d]pyrimidine-7-carboxylate (1334106-80-7) + 4-biphenylboronic acid (5122-94-1) → tert-butyl 2-(biphenyl-4-yl)-4-phenyl-7H-pyrrolo[2,3-d]pyrimidine-7-carboxylate (1334106-83-0)

Guidance literature:

With potassium phosphate; palladium diacetate; CyJohnPhos; In 1,4-dioxane; for 7h; Inert atmosphere; Reflux;

DOI:10.1016/j.tet.2011.10.040

Reference yield:

2-chloro-4-phenyl-7H-pyrrolo[2,3-d]pyrimidine (1236078-07-1) → tert-butyl 2-(biphenyl-4-yl)-4-phenyl-7H-pyrrolo[2,3-d]pyrimidine-7-carboxylate (1334106-83-0)

Guidance literature:

Multi-step reaction with 2 steps

1.1: dmap; N-ethyl-N,N-diisopropylamine / dichloromethane / 1.33 h / Reflux

2.1: palladium diacetate; CyJohnPhos / 1,4-dioxane / Inert atmosphere

2.2: Reflux; Inert atmosphere

With dmap; palladium diacetate; N-ethyl-N,N-diisopropylamine; CyJohnPhos; In 1,4-dioxane; dichloromethane; 2.1: Suzuki coupling / 2.2: Suzuki coupling;

DOI:10.1055/s-0030-1260931

Reference yield:

di-tert-butyl dicarbonate (24424-99-5) → tert-butyl 2-(biphenyl-4-yl)-4-phenyl-7H-pyrrolo[2,3-d]pyrimidine-7-carboxylate (1334106-83-0)

Guidance literature:

Multi-step reaction with 2 steps

1.1: dmap; N-ethyl-N,N-diisopropylamine / dichloromethane / 1.33 h / Reflux

2.1: palladium diacetate; CyJohnPhos / 1,4-dioxane / Inert atmosphere

2.2: Reflux; Inert atmosphere

With dmap; palladium diacetate; N-ethyl-N,N-diisopropylamine; CyJohnPhos; In 1,4-dioxane; dichloromethane; 2.1: Suzuki coupling / 2.2: Suzuki coupling;

DOI:10.1055/s-0030-1260931

upstream raw materials:

2-chloro-4-phenyl-7H-pyrrolo[2,3-d]pyrimidine

tert-butyl 2-chloro-4-phenyl-7H-pyrrolo[2,3-d]pyrimidine-7-carboxylate

4-biphenylboronic acid

di-tert-butyl dicarbonate

Downstream raw materials:

4-[2-(biphenyl-4-yl)-4-phenyl-7H-pyrrolo[2,3-d]pyrimidin-7-yl]benzonitrile

2-(biphenyl-4-yl)-7-(4-methoxyphenyl)-4-phenyl-7H-pyrrolo[2,3-d]pyrimidine

2-(biphenyl-4-yl)-4-phenyl-7H-pyrrolo[2,3-d]pyrimidine

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