3-[2-(3-chlorophenyl)ethyl]-5-phenylpyridin-2-yl 1-methylpiperidin-4-yl ketone

Base Information

Chemical Name:3-[2-(3-chlorophenyl)ethyl]-5-phenylpyridin-2-yl 1-methylpiperidin-4-yl ketone
CAS No.:156073-08-4
Molecular Formula:C₂₆H₂₇ClN₂O
Molecular Weight:418.966
Hs Code.:

Synonyms:3-[2-(3-chlorophenyl)ethyl]-5-phenylpyridin-2-yl 1-methylpiperidin-4-yl ketone

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Chemical Property of 3-[2-(3-chlorophenyl)ethyl]-5-phenylpyridin-2-yl 1-methylpiperidin-4-yl ketone

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Technology Process of 3-[2-(3-chlorophenyl)ethyl]-5-phenylpyridin-2-yl 1-methylpiperidin-4-yl ketone

There total 8 articles about 3-[2-(3-chlorophenyl)ethyl]-5-phenylpyridin-2-yl 1-methylpiperidin-4-yl ketone 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: 91.0%

: 855200-30-5
3-[2-(3-chlorophenyl)ethyl]-2-[hydroxy(1-methylpiperidin-4-yl)methyl]-5-phenylpyridine

: 156073-08-4
3-[2-(3-chlorophenyl)ethyl]-5-phenylpyridin-2-yl 1-methylpiperidin-4-yl ketone

Guidance literature:: With oxalyl dichloride; dimethyl sulfoxide; triethylamine; In dichloromethane; at -50 ℃; for 2h;
DOI:10.1021/ja050261e

Reference yield:

: 851854-07-4
1-chloro-3-(4,4-dibromobut-3-en-1-yl)benzene

: 156073-08-4
3-[2-(3-chlorophenyl)ethyl]-5-phenylpyridin-2-yl 1-methylpiperidin-4-yl ketone

Guidance literature:: Multi-step reaction with 5 steps

1.1: nBuLi / tetrahydrofuran

1.2: 71 percent / tetrahydrofuran

2.1: Ti(O-i-Pr)4; i-PrMgCl / diethyl ether / 5.5 h / -50 °C

2.2: diethyl ether / 3 h / -50 °C

2.3: 61 percent / diethyl ether / 5 h / 20 °C

3.1: 94 percent / Cp₂Zr(H)Cl / tetrahydrofuran / 0.5 h / 20 °C

4.1: 72 percent / tetrahydrofuran / 0.17 h / 20 °C

5.1: 91 percent / oxalyl chloride; DMSO; Et₃N / CH₂Cl₂ / 2 h / -50 °C

With titanium(IV) isopropylate; Schwartz's reagent; n-butyllithium; oxalyl dichloride; isopropylmagnesium chloride; dimethyl sulfoxide; triethylamine; In tetrahydrofuran; diethyl ether; dichloromethane; 5.1: Swern oxidation;
DOI:10.1021/ja050261e

Reference yield:

: 855200-21-4
N,N-diethyl-5-(3-chlorophenyl)-2-pentynamide

: 156073-08-4
3-[2-(3-chlorophenyl)ethyl]-5-phenylpyridin-2-yl 1-methylpiperidin-4-yl ketone

Guidance literature:: Multi-step reaction with 4 steps

1.1: Ti(O-i-Pr)4; i-PrMgCl / diethyl ether / 5.5 h / -50 °C

1.2: diethyl ether / 3 h / -50 °C

1.3: 61 percent / diethyl ether / 5 h / 20 °C

2.1: 94 percent / Cp₂Zr(H)Cl / tetrahydrofuran / 0.5 h / 20 °C

3.1: 72 percent / tetrahydrofuran / 0.17 h / 20 °C

4.1: 91 percent / oxalyl chloride; DMSO; Et₃N / CH₂Cl₂ / 2 h / -50 °C

With titanium(IV) isopropylate; Schwartz's reagent; oxalyl dichloride; isopropylmagnesium chloride; dimethyl sulfoxide; triethylamine; In tetrahydrofuran; diethyl ether; dichloromethane; 4.1: Swern oxidation;
DOI:10.1021/ja050261e