3-[(4-chlorophenyl)({1-[(piperidin-1-yl)carbonyl]azetidin-3-yl}oxy)methyl]-1,2-dihydropyridin-2-one

Base Information

Chemical Name:3-[(4-chlorophenyl)({1-[(piperidin-1-yl)carbonyl]azetidin-3-yl}oxy)methyl]-1,2-dihydropyridin-2-one
CAS No.:1357305-78-2
Molecular Formula:C₂₁H₂₄ClN₃O₃
Molecular Weight:401.893
Hs Code.:

Synonyms:3-[(4-chlorophenyl)({1-[(piperidin-1-yl)carbonyl]azetidin-3-yl}oxy)methyl]-1,2-dihydropyridin-2-one

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Chemical Property of 3-[(4-chlorophenyl)({1-[(piperidin-1-yl)carbonyl]azetidin-3-yl}oxy)methyl]-1,2-dihydropyridin-2-one

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Technology Process of 3-[(4-chlorophenyl)({1-[(piperidin-1-yl)carbonyl]azetidin-3-yl}oxy)methyl]-1,2-dihydropyridin-2-one

There total 10 articles about 3-[(4-chlorophenyl)({1-[(piperidin-1-yl)carbonyl]azetidin-3-yl}oxy)methyl]-1,2-dihydropyridin-2-one 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: 80.0%

: 1186316-76-6
VER-24052

: 1357305-78-2
3-[(4-chlorophenyl)({1-[(piperidin-1-yl)carbonyl]azetidin-3-yl}oxy)methyl]-1,2-dihydropyridin-2-one

Guidance literature:: With potassium tert-butylate; In tert-butyl alcohol; at 80 - 90 ℃; for 40h;
DOI:10.1016/j.bmcl.2011.12.032

Reference yield:

: 873-77-8
(4-chlorphenyl)magnesium bromide

: 1357305-78-2
3-[(4-chlorophenyl)({1-[(piperidin-1-yl)carbonyl]azetidin-3-yl}oxy)methyl]-1,2-dihydropyridin-2-one

Guidance literature:: Multi-step reaction with 7 steps

1.1: tetrahydrofuran; diethyl ether / 19.25 h / 5 - 20 °C / Inert atmosphere

2.1: sodium tetrahydroborate / methanol / 1.7 h

3.1: toluene-4-sulfonic acid / toluene / 4 h

4.1: carbonochloridic acid 1-chloro-ethyl ester / dichloromethane / 18 h / 20 °C

4.2: 19 h

5.1: pyridine / dichloromethane / 1.5 h / 0 - 20 °C

6.1: triethylamine / dichloromethane / 1 h

7.1: potassium tert-butylate / tert-butyl alcohol / 40 h / 80 - 90 °C

With pyridine; sodium tetrahydroborate; carbonochloridic acid 1-chloro-ethyl ester; potassium tert-butylate; toluene-4-sulfonic acid; triethylamine; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; toluene; tert-butyl alcohol; 1.1: Grignard reaction;
DOI:10.1016/j.bmcl.2011.12.032

Reference yield:

: 49609-84-9
2-Chloronicotinoyl chloride

: 1357305-78-2
3-[(4-chlorophenyl)({1-[(piperidin-1-yl)carbonyl]azetidin-3-yl}oxy)methyl]-1,2-dihydropyridin-2-one

Guidance literature:: Multi-step reaction with 8 steps

1.1: triethylamine / dichloromethane / 10 - 15 °C / Inert atmosphere

2.1: tetrahydrofuran; diethyl ether / 19.25 h / 5 - 20 °C / Inert atmosphere

3.1: sodium tetrahydroborate / methanol / 1.7 h

4.1: toluene-4-sulfonic acid / toluene / 4 h

5.1: carbonochloridic acid 1-chloro-ethyl ester / dichloromethane / 18 h / 20 °C

5.2: 19 h

6.1: pyridine / dichloromethane / 1.5 h / 0 - 20 °C

7.1: triethylamine / dichloromethane / 1 h

8.1: potassium tert-butylate / tert-butyl alcohol / 40 h / 80 - 90 °C

With pyridine; sodium tetrahydroborate; carbonochloridic acid 1-chloro-ethyl ester; potassium tert-butylate; toluene-4-sulfonic acid; triethylamine; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; toluene; tert-butyl alcohol; 2.1: Grignard reaction;
DOI:10.1016/j.bmcl.2011.12.032