8-(trifluoromethyl)-3-(cyclopropylmethyl)-7-[(4-phenyl-4-methoxy-1-piperidinyl)methyl]-[1,2,4]triazolo[4,3-a]pyridine

Base Information

• Chemical Name: 8-(trifluoromethyl)-3-(cyclopropylmethyl)-7-[(4-phenyl-4-methoxy-1-piperidinyl)methyl]-[1,2,4]triazolo[4,3-a]pyridine
• CAS No.: 1254980-09-0
• Molecular Formula: C₂₄H₂₇F₃N₄O
• Molecular Weight: 444.5
• Mol file: 1254980-09-0.mol

Synonyms:8-(trifluoromethyl)-3-(cyclopropylmethyl)-7-[(4-phenyl-4-methoxy-1-piperidinyl)methyl]-[1,2,4]triazolo[4,3-a]pyridine

Chemical Property of 8-(trifluoromethyl)-3-(cyclopropylmethyl)-7-[(4-phenyl-4-methoxy-1-piperidinyl)methyl]-[1,2,4]triazolo[4,3-a]pyridine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 8-(trifluoromethyl)-3-(cyclopropylmethyl)-7-[(4-phenyl-4-methoxy-1-piperidinyl)methyl]-[1,2,4]triazolo[4,3-a]pyridine

There total 5 articles about 8-(trifluoromethyl)-3-(cyclopropylmethyl)-7-[(4-phenyl-4-methoxy-1-piperidinyl)methyl]-[1,2,4]triazolo[4,3-a]pyridine 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: 60.0%

4-methoxy-4-phenylpiperidine hydrochloride (83949-38-6) + 7-((methylsulfonyloxy)methyl)-3-(cyclopropylmethyl)-8-(trifluoromethyl)-[1,2,4]triazolo[4,3-a]pyridine (1254982-05-2) → 8-(trifluoromethyl)-3-(cyclopropylmethyl)-7-[(4-phenyl-4-methoxy-1-piperidinyl)methyl]-[1,2,4]triazolo[4,3-a]pyridine (1254980-09-0)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; In acetonitrile; at 100 ℃; for 4h; Sealed tube;

DOI:10.1021/acs.jmedchem.6b00913

Reference yield:

7-chloro-3-(cyclopropylmethyl)-8-(trifluoromethyl)-[1,2,4]triazolo[4,3-a]pyridine (1254981-30-0) → 8-(trifluoromethyl)-3-(cyclopropylmethyl)-7-[(4-phenyl-4-methoxy-1-piperidinyl)methyl]-[1,2,4]triazolo[4,3-a]pyridine (1254980-09-0)

Guidance literature:

Multi-step reaction with 5 steps

1: tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium hydrogencarbonate / water; 1,4-dioxane / 0.22 h / 150 °C / Microwave irradiation

2: osmium(VIII) oxide; sodium periodate / tert-butyl alcohol; water; 1,4-dioxane / 2 h / 20 °C

3: sodium tetrahydroborate / methanol / 1 h / 0 - 20 °C

4: triethylamine / dichloromethane / 2 h / 0 - 20 °C

5: N-ethyl-N,N-diisopropylamine / acetonitrile / 4 h / 100 °C / Sealed tube

With sodium tetrahydroborate; sodium periodate; osmium(VIII) oxide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium hydrogencarbonate; triethylamine; N-ethyl-N,N-diisopropylamine; In 1,4-dioxane; methanol; dichloromethane; water; acetonitrile; tert-butyl alcohol; 1: |Suzuki Coupling;

DOI:10.1021/acs.jmedchem.6b00913

Reference yield:

7-(hydroxymethyl)-3-(cyclopropylmethyl)-8-(trifluoromethyl)-[1,2,4]triazolo[4,3-a]pyridine (1254982-04-1) → 8-(trifluoromethyl)-3-(cyclopropylmethyl)-7-[(4-phenyl-4-methoxy-1-piperidinyl)methyl]-[1,2,4]triazolo[4,3-a]pyridine (1254980-09-0)

Guidance literature:

Multi-step reaction with 2 steps

1: triethylamine / dichloromethane / 2 h / 0 - 20 °C

2: N-ethyl-N,N-diisopropylamine / acetonitrile / 4 h / 100 °C / Sealed tube

With triethylamine; N-ethyl-N,N-diisopropylamine; In dichloromethane; acetonitrile;

DOI:10.1021/acs.jmedchem.6b00913

upstream raw materials:

7-(hydroxymethyl)-3-(cyclopropylmethyl)-8-(trifluoromethyl)-[1,2,4]triazolo[4,3-a]pyridine

4-methoxy-4-phenylpiperidine hydrochloride

7-((methylsulfonyloxy)methyl)-3-(cyclopropylmethyl)-8-(trifluoromethyl)-[1,2,4]triazolo[4,3-a]pyridine

7-chloro-3-(cyclopropylmethyl)-8-(trifluoromethyl)-[1,2,4]triazolo[4,3-a]pyridine