tert-butyl 4-({[6-amino-5-(4-phenoxyphenyl)pyrimidin-4-yl]amino}-methyl)piperidine-1-carboxylate

Base Information

• Chemical Name: tert-butyl 4-({[6-amino-5-(4-phenoxyphenyl)pyrimidin-4-yl]amino}-methyl)piperidine-1-carboxylate
• CAS No.: 1415824-87-1
• Molecular Formula: C₂₇H₃₃N₅O₃
• Molecular Weight: 475.591

Synonyms:tert-butyl 4-({[6-amino-5-(4-phenoxyphenyl)pyrimidin-4-yl]amino}-methyl)piperidine-1-carboxylate

Chemical Property of tert-butyl 4-({[6-amino-5-(4-phenoxyphenyl)pyrimidin-4-yl]amino}-methyl)piperidine-1-carboxylate

Chemical Property:

Purity/Quality:

98% ^*data from raw suppliers

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Technology Process of tert-butyl 4-({[6-amino-5-(4-phenoxyphenyl)pyrimidin-4-yl]amino}-methyl)piperidine-1-carboxylate

There total 3 articles about tert-butyl 4-({[6-amino-5-(4-phenoxyphenyl)pyrimidin-4-yl]amino}-methyl)piperidine-1-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: 48.2%

tert-butyl 4-{[(6-amino-5-chloropyrimidin-4-yl)amino]methyl}piperidine-1-carboxylate (1415824-86-0) + 4-phenoxyphenylboronic acid (51067-38-0) → tert-butyl 4-({[6-amino-5-(4-phenoxyphenyl)pyrimidin-4-yl]amino}-methyl)piperidine-1-carboxylate (1415824-87-1)

Guidance literature:

With dicyclohexyl-(2',6'-dimethoxybiphenyl-2-yl)-phosphane; palladium diacetate; potassium carbonate; In 1,4-dioxane; water; at 150 ℃; for 2h; Microwave irradiation;

DOI:10.1021/acs.jmedchem.9b00794

Reference yield:

tert-butyl 4-(aminomethyl)piperidine-1-carboxylate (144222-22-0) → tert-butyl 4-({[6-amino-5-(4-phenoxyphenyl)pyrimidin-4-yl]amino}-methyl)piperidine-1-carboxylate (1415824-87-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 1,8-diazabicyclo[5.4.0]undec-7-ene / N,N-dimethyl-formamide / 17 h / 90 °C

2: potassium carbonate; palladium diacetate; dicyclohexyl-(2',6'-dimethoxybiphenyl-2-yl)-phosphane / 1,4-dioxane; water / 2 h / 150 °C / Microwave irradiation

With dicyclohexyl-(2',6'-dimethoxybiphenyl-2-yl)-phosphane; palladium diacetate; potassium carbonate; 1,8-diazabicyclo[5.4.0]undec-7-ene; In 1,4-dioxane; water; N,N-dimethyl-formamide; 2: |Suzuki Coupling;

DOI:10.1021/acs.jmedchem.9b00794

Reference yield:

→ tert-butyl 4-({[6-amino-5-(4-phenoxyphenyl)pyrimidin-4-yl]amino}-methyl)piperidine-1-carboxylate (1415824-87-1)

Guidance literature:

upstream raw materials:

tert-butyl 4-(aminomethyl)piperidine-1-carboxylate

tert-butyl 4-{[(6-amino-5-chloropyrimidin-4-yl)amino]methyl}piperidine-1-carboxylate

4-phenoxyphenylboronic acid

Downstream raw materials:

(4-{[6-amino-5-(4-phenoxy-phenyl)-pyrimidin-4-ylamino]-methyl}-piperidin-1-yl)-cyclobut-1-enyl-methanone

1-(4-{[6-amino-5-(4-phenoxy-phenyl)-pyrimidin-4-ylamino]-methyl}-piperidin-1-yl)-ethanone

5-(4-phenoxyphenyl)-N₄-((1-(vinylsulfonyl)piperidin-4-yl)methyl)pyrimidine-4,6-diamine

1-(4-{[6-amino-5-(4-phenoxy-phenyl)-pyrimidin-4-ylamino]-methyl}-piperidin-1-yl)-2-chloro-ethanone

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