(2,4-bis-trifluoromethyl-phenyl)-{5-[1-(tert-butyl-diphenyl-silanyloxymethyl)-but-3-enyl]-6-chloro-2-methyl-pyrimidin-4-yl}-amine

Base Information

• Chemical Name: (2,4-bis-trifluoromethyl-phenyl)-{5-[1-(tert-butyl-diphenyl-silanyloxymethyl)-but-3-enyl]-6-chloro-2-methyl-pyrimidin-4-yl}-amine
• CAS No.: 474103-57-6
• Molecular Formula: C₃₄H₃₄ClF₆N₃OSi
• Molecular Weight: 678.192
• Mol file: 474103-57-6.mol

Synonyms:

Chemical Property of (2,4-bis-trifluoromethyl-phenyl)-{5-[1-(tert-butyl-diphenyl-silanyloxymethyl)-but-3-enyl]-6-chloro-2-methyl-pyrimidin-4-yl}-amine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2,4-bis-trifluoromethyl-phenyl)-{5-[1-(tert-butyl-diphenyl-silanyloxymethyl)-but-3-enyl]-6-chloro-2-methyl-pyrimidin-4-yl}-amine

There total 6 articles about (2,4-bis-trifluoromethyl-phenyl)-{5-[1-(tert-butyl-diphenyl-silanyloxymethyl)-but-3-enyl]-6-chloro-2-methyl-pyrimidin-4-yl}-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:

5-[1-(tert-butyl-diphenyl-silanyloxymethyl)-but-3-enyl]-4,6-dichloro-2-methyl-pyrimidine (474103-33-8) + 2,4-bis(trifluoromethyl)aniline (367-71-5) → (2,4-bis-trifluoromethyl-phenyl)-{5-[1-(tert-butyl-diphenyl-silanyloxymethyl)-but-3-enyl]-6-chloro-2-methyl-pyrimidin-4-yl}-amine (474103-57-6)

Guidance literature:

2,4-bis(trifluoromethyl)aniline; With sodium hydride; In tetrahydrofuran; at 0 ℃; for 0.5h;

5-[1-(tert-butyl-diphenyl-silanyloxymethyl)-but-3-enyl]-4,6-dichloro-2-methyl-pyrimidine; In tetrahydrofuran; for 5h; Heating;

DOI:10.1016/j.bmcl.2005.05.040

Reference yield:

(4,6-dihydroxy-2-methyl-pyrimidin-5-yl)-acetic acid ethyl ester → (2,4-bis-trifluoromethyl-phenyl)-{5-[1-(tert-butyl-diphenyl-silanyloxymethyl)-but-3-enyl]-6-chloro-2-methyl-pyrimidin-4-yl}-amine (474103-57-6)

Guidance literature:

Multi-step reaction with 5 steps

1.1: 73 percent / POCl₃ / 3.5 h / Heating

2.1: 68 percent / LiHMDS / hexane; tetrahydrofuran / 0 - 20 °C

3.1: 86 percent / DIBAl-H / hexane; CH₂Cl₂ / 3 h / -78 - 0 °C

4.1: 90 percent / imidazole; DMAP / dimethylformamide / 2 h / 0 - 20 °C

5.1: NaH / tetrahydrofuran / 0.5 h / 0 °C

5.2: tetrahydrofuran / 5 h / Heating

With 1H-imidazole; dmap; sodium hydride; diisobutylaluminium hydride; lithium hexamethyldisilazane; trichlorophosphate; In tetrahydrofuran; hexane; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1016/j.bmcl.2005.05.040

Reference yield:

2-(4,6-dichloro-2-methyl-pyrimidin-5-yl)-pent-4-en-1-ol (474103-23-6) → (2,4-bis-trifluoromethyl-phenyl)-{5-[1-(tert-butyl-diphenyl-silanyloxymethyl)-but-3-enyl]-6-chloro-2-methyl-pyrimidin-4-yl}-amine (474103-57-6)

Guidance literature:

Multi-step reaction with 2 steps

1.1: 90 percent / imidazole; DMAP / dimethylformamide / 2 h / 0 - 20 °C

2.1: NaH / tetrahydrofuran / 0.5 h / 0 °C

2.2: tetrahydrofuran / 5 h / Heating

With 1H-imidazole; dmap; sodium hydride; In tetrahydrofuran; N,N-dimethyl-formamide;

DOI:10.1016/j.bmcl.2005.05.040

upstream raw materials:

5-[1-(tert-butyl-diphenyl-silanyloxymethyl)-but-3-enyl]-4,6-dichloro-2-methyl-pyrimidine

2,4-bis(trifluoromethyl)aniline

2-(4,6-dichloro-2-methyl-pyrimidin-5-yl)-pent-4-en-1-ol

triethyl 1,1,2-ethanetricarboxylate

Downstream raw materials:

(2,4-bis-trifluoromethyl-phenyl)-{5-[1-(tert-butyl-diphenyl-silanyloxymethyl)-but-3-enyl]-6-chloro-2-methyl-pyrimidin-4-yl}-carbamic acid tert-butyl ester

methanesulfonic acid 3-{4-[(2,4-bis-trifluoromethyl-phenyl)-tert-butoxycarbonyl-amino]-6-chloro-2-methyl-pyrimidin-5-yl}-4-(tert-butyl-diphenyl-silanyloxy)-butyl ester

8-(2,4-bis-trifluoromethyl-phenyl)-5-(tert-butyl-diphenyl-silanyloxymethyl)-4-chloro-2-methyl-5,6,7,8-tetrahydro-pyrido[2,3-d]pyrimidine

(S)-2-Acetoxy-propionic acid (S)-8-(2,4-bis-trifluoromethyl-phenyl)-4-chloro-2-methyl-5,6,7,8-tetrahydro-pyrido[2,3-d]pyrimidin-5-ylmethyl ester