N-(2-amino-4-{[(tert-butyldimethylsilyl)oxy]methyl}phenyl)-4-({[4-(pyridin-3-yl)pyrimidin-2-yl]amino}methyl)benzamide

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Chemical Name:N-(2-amino-4-{[(tert-butyldimethylsilyl)oxy]methyl}phenyl)-4-({[4-(pyridin-3-yl)pyrimidin-2-yl]amino}methyl)benzamide
CAS No.:1448350-12-6
Molecular Formula:C₃₀H₃₆N₆O₂Si
Molecular Weight:540.74
Hs Code.:

Synonyms:N-(2-amino-4-{[(tert-butyldimethylsilyl)oxy]methyl}phenyl)-4-({[4-(pyridin-3-yl)pyrimidin-2-yl]amino}methyl)benzamide

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Chemical Property of N-(2-amino-4-{[(tert-butyldimethylsilyl)oxy]methyl}phenyl)-4-({[4-(pyridin-3-yl)pyrimidin-2-yl]amino}methyl)benzamide

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Technology Process of N-(2-amino-4-{[(tert-butyldimethylsilyl)oxy]methyl}phenyl)-4-({[4-(pyridin-3-yl)pyrimidin-2-yl]amino}methyl)benzamide

There total 10 articles about N-(2-amino-4-{[(tert-butyldimethylsilyl)oxy]methyl}phenyl)-4-({[4-(pyridin-3-yl)pyrimidin-2-yl]amino}methyl)benzamide 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: 36.0%

: 1448350-19-3
N-(4-{[(tert-butyldimethylsilyl)oxy]methyl}-2-nitrophenyl)-4-({[4-(pyridin-3-yl)pyrimidin-2-yl]amino}methyl)benzamide

: 1448350-12-6
N-(2-amino-4-{[(tert-butyldimethylsilyl)oxy]methyl}phenyl)-4-({[4-(pyridin-3-yl)pyrimidin-2-yl]amino}methyl)benzamide

Guidance literature:: With palladium 10% on activated carbon; hydrogen; In methanol; dichloromethane; at 20 ℃; for 7h; Inert atmosphere;
DOI:10.1021/jm400634n

Reference yield:

: 18162-48-6
tert-butyldimethylsilyl chloride

: 1448350-12-6
N-(2-amino-4-{[(tert-butyldimethylsilyl)oxy]methyl}phenyl)-4-({[4-(pyridin-3-yl)pyrimidin-2-yl]amino}methyl)benzamide

Guidance literature:: Multi-step reaction with 3 steps

1: 1H-imidazole / N,N-dimethyl-formamide / 16 h / 20 °C / Inert atmosphere

2: (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; pyridine; sodium hydride / mineral oil / 2.5 h / 20 °C / Inert atmosphere

3: hydrogen; palladium 10% on activated carbon / methanol; dichloromethane / 7 h / 20 °C / Inert atmosphere

With pyridine; 1H-imidazole; palladium 10% on activated carbon; hydrogen; sodium hydride; (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; In methanol; dichloromethane; N,N-dimethyl-formamide; mineral oil;
DOI:10.1021/jm400634n

Reference yield:

: 1588-83-6
4-amino-3-nitrobenzoic acid

: 1448350-12-6
N-(2-amino-4-{[(tert-butyldimethylsilyl)oxy]methyl}phenyl)-4-({[4-(pyridin-3-yl)pyrimidin-2-yl]amino}methyl)benzamide

Guidance literature:: Multi-step reaction with 5 steps

1: thionyl chloride / 16 h / Reflux

2: diisobutylaluminium hydride / dichloromethane; tetrahydrofuran / 0 - 20 °C

3: 1H-imidazole / N,N-dimethyl-formamide / 16 h / 20 °C / Inert atmosphere

4: (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; pyridine; sodium hydride / mineral oil / 2.5 h / 20 °C / Inert atmosphere

5: hydrogen; palladium 10% on activated carbon / methanol; dichloromethane / 7 h / 20 °C / Inert atmosphere

With pyridine; 1H-imidazole; thionyl chloride; palladium 10% on activated carbon; hydrogen; sodium hydride; diisobutylaluminium hydride; (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide; mineral oil;
DOI:10.1021/jm400634n