N-[3-(benzyloxy)phenyl]-5-chloro-6-methylpyrazolo[1,5-a]pyrimidin-7-amine

Base Information

• Chemical Name: N-[3-(benzyloxy)phenyl]-5-chloro-6-methylpyrazolo[1,5-a]pyrimidin-7-amine
• CAS No.: 1393882-32-0
• Molecular Formula: C₂₀H₁₇ClN₄O
• Molecular Weight: 364.834

Synonyms:N-[3-(benzyloxy)phenyl]-5-chloro-6-methylpyrazolo[1,5-a]pyrimidin-7-amine

Chemical Property of N-[3-(benzyloxy)phenyl]-5-chloro-6-methylpyrazolo[1,5-a]pyrimidin-7-amine

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Technology Process of N-[3-(benzyloxy)phenyl]-5-chloro-6-methylpyrazolo[1,5-a]pyrimidin-7-amine

There total 2 articles about N-[3-(benzyloxy)phenyl]-5-chloro-6-methylpyrazolo[1,5-a]pyrimidin-7-amine 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: 83.0%

3-(benzyloxy)aniline (1484-26-0) + 5,7-dichloro-6-methyl-pyrazolo[1,5-a]pyrimidine (61098-38-2) → N-[3-(benzyloxy)phenyl]-5-chloro-6-methylpyrazolo[1,5-a]pyrimidin-7-amine (1393882-32-0)

Guidance literature:

With triethylamine; In isopropyl alcohol; at 80 ℃; for 15h;

DOI:10.1021/jm300411k

Reference yield:

6-methylpyrazolo[1,5-a]pyrimidine-5,7-diol (57489-71-1) → N-[3-(benzyloxy)phenyl]-5-chloro-6-methylpyrazolo[1,5-a]pyrimidin-7-amine (1393882-32-0)

Guidance literature:

Multi-step reaction with 2 steps

1: trichlorophosphate; N,N-dimethyl-aniline / 18 h / Reflux

2: triethylamine / isopropyl alcohol / 15 h / 80 °C

With N,N-dimethyl-aniline; triethylamine; trichlorophosphate; In isopropyl alcohol;

DOI:10.1021/jm3013954

Reference yield: 91.0%

di-tert-butyl dicarbonate (24424-99-5) + N-[3-(benzyloxy)phenyl]-5-chloro-6-methylpyrazolo[1,5-a]pyrimidin-7-amine (1393882-32-0) → tert-butyl N-[3-(benzyloxy)phenyl]-N-{5-chloro-6-methylpyrazolo[1,5-a]pyrimidin-7-yl}carbamate (1393882-50-2)

Guidance literature:

With dmap; In 1,4-dioxane; at 20 - 60 ℃; for 6h;

DOI:10.1021/jm300411k

upstream raw materials:

3-(benzyloxy)aniline

5,7-dichloro-6-methyl-pyrazolo[1,5-a]pyrimidine

6-methylpyrazolo[1,5-a]pyrimidine-5,7-diol

Downstream raw materials:

5-N-(trans-4-aminocyclohexyl)-7-N-[3-(benzyloxy)phenyl]-6-methylpyrazolo[1,5-a]pyrimidine-5,7-diamine

C₃₁H₃₈N₆O₃

tert-butyl N-[3-(benzyloxy)phenyl]-N-{5-chloro-6-methylpyrazolo[1,5-a]pyrimidin-7-yl}carbamate

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