N-[(4-fluorophenyl)methyl]-6-hydroxy-2,16,18,21-tetraazabicyclo[15.3.1]henicosa-1⁽²⁰⁾,17⁽²¹⁾,18-triene-20-carboxamide

Base Information

• Chemical Name: N-[(4-fluorophenyl)methyl]-6-hydroxy-2,16,18,21-tetraazabicyclo[15.3.1]henicosa-1⁽²⁰⁾,17⁽²¹⁾,18-triene-20-carboxamide
• CAS No.: 1612783-20-6
• Molecular Formula: C₂₅H₃₆FN₅O₂
• Molecular Weight: 457.592

Synonyms:N-[(4-fluorophenyl)methyl]-6-hydroxy-2,16,18,21-tetraazabicyclo[15.3.1]henicosa-1⁽²⁰⁾,17⁽²¹⁾,18-triene-20-carboxamide

Chemical Property of N-[(4-fluorophenyl)methyl]-6-hydroxy-2,16,18,21-tetraazabicyclo[15.3.1]henicosa-1⁽²⁰⁾,17⁽²¹⁾,18-triene-20-carboxamide

Chemical Property:

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Technology Process of N-[(4-fluorophenyl)methyl]-6-hydroxy-2,16,18,21-tetraazabicyclo[15.3.1]henicosa-1⁽²⁰⁾,17⁽²¹⁾,18-triene-20-carboxamide

There total 6 articles about N-[(4-fluorophenyl)methyl]-6-hydroxy-2,16,18,21-tetraazabicyclo[15.3.1]henicosa-1⁽²⁰⁾,17⁽²¹⁾,18-triene-20-carboxamide 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: 16.0%

N-[(4-fluorophenyl)methyl]-4-[(4-hydroxyhept-6-en-1-yl)amino]-2-[(oct-7-en-1-yl)amino]pyrimidine-5-carboxamide (1612783-63-7) → N-[(4-fluorophenyl)methyl]-6-hydroxy-2,16,18,21-tetraazabicyclo[15.3.1]henicosa-1(20),17(21),18-triene-20-carboxamide (1612783-20-6)

Guidance literature:

N-[(4-fluorophenyl)methyl]-4-[(4-hydroxyhept-6-en-1-yl)amino]-2-[(oct-7-en-1-yl)amino]pyrimidine-5-carboxamide; With tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride; p-benzoquinone; In toluene; Inert atmosphere; Reflux;

With palladium on activated charcoal; hydrogen; In methanol; at 20 ℃; for 24h;

Reference yield: 16.0%

C25H34FN5O2 → N-[(4-fluorophenyl)methyl]-6-hydroxy-2,16,18,21-tetraazabicyclo[15.3.1]henicosa-1(20),17(21),18-triene-20-carboxamide (1612783-20-6)

Guidance literature:

With palladium on activated charcoal; hydrogen; In methanol; at 20 ℃; for 24h;

Reference yield:

2,4-dichloro-N-(4-fluorobenzyl)pyrimidine-5-carboxamide (1612783-57-9) → N-[(4-fluorophenyl)methyl]-6-hydroxy-2,16,18,21-tetraazabicyclo[15.3.1]henicosa-1(20),17(21),18-triene-20-carboxamide (1612783-20-6)

Guidance literature:

Multi-step reaction with 4 steps

1: N-ethyl-N,N-diisopropylamine / isopropyl alcohol / 0 - 20 °C

2: N-ethyl-N,N-diisopropylamine / 6 h / 70 °C

3: tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride; p-benzoquinone / toluene / 8 h / Reflux; Inert atmosphere

4: palladium on activated charcoal; hydrogen / methanol / 24 h / 20 °C

With tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride; palladium on activated charcoal; hydrogen; N-ethyl-N,N-diisopropylamine; p-benzoquinone; In methanol; isopropyl alcohol; toluene;

upstream raw materials:

C₁₉H₂₂ClFN₄O₂

para-fluorobenzylamine

2,4-dichloro-N-(4-fluorobenzyl)pyrimidine-5-carboxamide

2,4-dichloropyrimidine-5-carbonyl chloride

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