5-(2,4-bis-trifluoromethyl-phenyl)-7-methyl-1-(1-propyl-butyl)-1,2,2a,3,4,5-hexahydro-1,5,6,8-tetraaza-acenaphthylene

Base Information

• Chemical Name: 5-(2,4-bis-trifluoromethyl-phenyl)-7-methyl-1-(1-propyl-butyl)-1,2,2a,3,4,5-hexahydro-1,5,6,8-tetraaza-acenaphthylene
• CAS No.: 474103-88-3
• Molecular Formula: C₂₄H₂₈F₆N₄
• Molecular Weight: 486.504
• Mol file: 474103-88-3.mol

Synonyms:5-(2,4-bis-trifluoromethyl-phenyl)-7-methyl-1-(1-propyl-butyl)-1,2,2a,3,4,5-hexahydro-1,5,6,8-tetraaza-acenaphthylene

Chemical Property of 5-(2,4-bis-trifluoromethyl-phenyl)-7-methyl-1-(1-propyl-butyl)-1,2,2a,3,4,5-hexahydro-1,5,6,8-tetraaza-acenaphthylene

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 5-(2,4-bis-trifluoromethyl-phenyl)-7-methyl-1-(1-propyl-butyl)-1,2,2a,3,4,5-hexahydro-1,5,6,8-tetraaza-acenaphthylene

There total 14 articles about 5-(2,4-bis-trifluoromethyl-phenyl)-7-methyl-1-(1-propyl-butyl)-1,2,2a,3,4,5-hexahydro-1,5,6,8-tetraaza-acenaphthylene 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:

(4,6-dihydroxy-2-methyl-pyrimidin-5-yl)-acetic acid ethyl ester → 5-(2,4-bis-trifluoromethyl-phenyl)-7-methyl-1-(1-propyl-butyl)-1,2,2a,3,4,5-hexahydro-1,5,6,8-tetraaza-acenaphthylene (474103-88-3)

Guidance literature:

Multi-step reaction with 13 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

6.1: DMAP / CH₂Cl₂ / 48 h / 20 °C

7.1: O₃ / CH₂Cl₂ / 0.5 h / -78 °C

7.2: NaBH₄ / 3 h / 20 °C

8.1: Et₃N / CH₂Cl₂ / 18 h / 20 °C

9.1: TFA / CH₂Cl₂ / 18 h / 20 °C

10.1: Et₃N / tetrahydrofuran / 16 h / 0 - 20 °C

11.1: Et₃N*3HF / dimethylformamide / 4 h / 40 °C

12.1: Et₃N / CH₂Cl₂ / 16 h / 20 °C

13.1: 8 h / 120 °C

With 1H-imidazole; dmap; sodium hydride; diisobutylaluminium hydride; ozone; triethylamine tris(hydrogen fluoride); triethylamine; trifluoroacetic acid; 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) → 5-(2,4-bis-trifluoromethyl-phenyl)-7-methyl-1-(1-propyl-butyl)-1,2,2a,3,4,5-hexahydro-1,5,6,8-tetraaza-acenaphthylene (474103-88-3)

Guidance literature:

Multi-step reaction with 10 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

3.1: DMAP / CH₂Cl₂ / 48 h / 20 °C

4.1: O₃ / CH₂Cl₂ / 0.5 h / -78 °C

4.2: NaBH₄ / 3 h / 20 °C

5.1: Et₃N / CH₂Cl₂ / 18 h / 20 °C

6.1: TFA / CH₂Cl₂ / 18 h / 20 °C

7.1: Et₃N / tetrahydrofuran / 16 h / 0 - 20 °C

8.1: Et₃N*3HF / dimethylformamide / 4 h / 40 °C

9.1: Et₃N / CH₂Cl₂ / 16 h / 20 °C

10.1: 8 h / 120 °C

With 1H-imidazole; dmap; sodium hydride; ozone; triethylamine tris(hydrogen fluoride); triethylamine; trifluoroacetic acid; In tetrahydrofuran; 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-enoic acid ethyl ester → 5-(2,4-bis-trifluoromethyl-phenyl)-7-methyl-1-(1-propyl-butyl)-1,2,2a,3,4,5-hexahydro-1,5,6,8-tetraaza-acenaphthylene (474103-88-3)

Guidance literature:

Multi-step reaction with 11 steps

1.1: 86 percent / DIBAl-H / hexane; CH₂Cl₂ / 3 h / -78 - 0 °C

2.1: 90 percent / imidazole; DMAP / dimethylformamide / 2 h / 0 - 20 °C

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

3.2: tetrahydrofuran / 5 h / Heating

4.1: DMAP / CH₂Cl₂ / 48 h / 20 °C

5.1: O₃ / CH₂Cl₂ / 0.5 h / -78 °C

5.2: NaBH₄ / 3 h / 20 °C

6.1: Et₃N / CH₂Cl₂ / 18 h / 20 °C

7.1: TFA / CH₂Cl₂ / 18 h / 20 °C

8.1: Et₃N / tetrahydrofuran / 16 h / 0 - 20 °C

9.1: Et₃N*3HF / dimethylformamide / 4 h / 40 °C

10.1: Et₃N / CH₂Cl₂ / 16 h / 20 °C

11.1: 8 h / 120 °C

With 1H-imidazole; dmap; sodium hydride; diisobutylaluminium hydride; ozone; triethylamine tris(hydrogen fluoride); triethylamine; trifluoroacetic acid; In tetrahydrofuran; hexane; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1016/j.bmcl.2005.05.040

upstream raw materials:

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

4-heptylamine

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

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