N-(2-aza-spiro[3.3]hept-6-yl)-5-(4-phenoxy-phenyl)-pyrimidine-4,6-diamine

Base Information

• Chemical Name: N-(2-aza-spiro[3.3]hept-6-yl)-5-(4-phenoxy-phenyl)-pyrimidine-4,6-diamine
• CAS No.: 1415824-74-6
• Molecular Formula: C₂₂H₂₃N₅O
• Molecular Weight: 373.458
• Mol file: 1415824-74-6.mol

Synonyms:N-(2-aza-spiro[3.3]hept-6-yl)-5-(4-phenoxy-phenyl)-pyrimidine-4,6-diamine

Chemical Property of N-(2-aza-spiro[3.3]hept-6-yl)-5-(4-phenoxy-phenyl)-pyrimidine-4,6-diamine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N-(2-aza-spiro[3.3]hept-6-yl)-5-(4-phenoxy-phenyl)-pyrimidine-4,6-diamine

There total 3 articles about N-(2-aza-spiro[3.3]hept-6-yl)-5-(4-phenoxy-phenyl)-pyrimidine-4,6-diamine 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: 34.0%

6-[6-amino-5-(4-phenoxy-phenyl)-pyrimidin-4-ylamino]-2-aza-spiro[3.3]heptane-2-carboxylic acid tert-butyl ester (1415824-90-6) → N-(2-aza-spiro[3.3]hept-6-yl)-5-(4-phenoxy-phenyl)-pyrimidine-4,6-diamine (1415824-74-6)

Guidance literature:

With hydrogenchloride; In methanol; at 20 ℃; for 16h; Product distribution / selectivity;

Reference yield:

6-amino-2-aza-spiro[3.3]heptane-2-carboxylic acid tert-butyl ester (1211586-09-2) → N-(2-aza-spiro[3.3]hept-6-yl)-5-(4-phenoxy-phenyl)-pyrimidine-4,6-diamine (1415824-74-6)

Guidance literature:

Multi-step reaction with 3 steps

1: N-ethyl-N,N-diisopropylamine / 1-methyl-pyrrolidin-2-one / 4 h / 155 °C

2: caesium carbonate / palladium diacetate; dicyclohexyl-(2',6'-dimethoxybiphenyl-2-yl)-phosphane / 1,4-dioxane; water / 16 h / 140 °C / microwave irradiation

3: hydrogenchloride / methanol / 16 h / 20 °C

With hydrogenchloride; caesium carbonate; N-ethyl-N,N-diisopropylamine; dicyclohexyl-(2',6'-dimethoxybiphenyl-2-yl)-phosphane; palladium diacetate; In 1,4-dioxane; 1-methyl-pyrrolidin-2-one; methanol; water; 2: Suzuki Coupling;

Reference yield:

6-(6-amino-5-chloro-pyrimidin-4-ylamino)-2-aza-spiro[3.3]heptane-2-carboxylic acid tert-butyl ester (1415824-89-3) → N-(2-aza-spiro[3.3]hept-6-yl)-5-(4-phenoxy-phenyl)-pyrimidine-4,6-diamine (1415824-74-6)

Guidance literature:

Multi-step reaction with 2 steps

1: caesium carbonate / palladium diacetate; dicyclohexyl-(2',6'-dimethoxybiphenyl-2-yl)-phosphane / 1,4-dioxane; water / 16 h / 140 °C / microwave irradiation

2: hydrogenchloride / methanol / 16 h / 20 °C

With hydrogenchloride; caesium carbonate; dicyclohexyl-(2',6'-dimethoxybiphenyl-2-yl)-phosphane; palladium diacetate; In 1,4-dioxane; methanol; water; 1: Suzuki Coupling;

upstream raw materials:

6-amino-2-aza-spiro[3.3]heptane-2-carboxylic acid tert-butyl ester

6-(6-amino-5-chloro-pyrimidin-4-ylamino)-2-aza-spiro[3.3]heptane-2-carboxylic acid tert-butyl ester

6-[6-amino-5-(4-phenoxy-phenyl)-pyrimidin-4-ylamino]-2-aza-spiro[3.3]heptane-2-carboxylic acid tert-butyl ester

Downstream raw materials:

1-{6-[6-amino-5-(4-phenoxy-phenyl)-pyrimidin-4-ylamino]-2-aza-spiro[3.3]hept-2-yl}-propenone