4-(3-chloro-phenyl)-6-(5-hydroxymethyl-imidazol-1-ylmethyl)-1-methyl-1H-quinolin-2-one

Base Information

Chemical Name:4-(3-chloro-phenyl)-6-(5-hydroxymethyl-imidazol-1-ylmethyl)-1-methyl-1H-quinolin-2-one
CAS No.:852510-43-1
Molecular Formula:C₂₁H₁₈ClN₃O₂
Molecular Weight:379.846
Hs Code.:

4-(3-chloro-phenyl)-6-(5-hydroxymethyl-imidazol-1-ylmethyl)-1-methyl-1<i>H</i>-quinolin-2-one

Synonyms:4-(3-chloro-phenyl)-6-(5-hydroxymethyl-imidazol-1-ylmethyl)-1-methyl-1H-quinolin-2-one

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Chemical Property of 4-(3-chloro-phenyl)-6-(5-hydroxymethyl-imidazol-1-ylmethyl)-1-methyl-1H-quinolin-2-one

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Technology Process of 4-(3-chloro-phenyl)-6-(5-hydroxymethyl-imidazol-1-ylmethyl)-1-methyl-1H-quinolin-2-one

There total 12 articles about 4-(3-chloro-phenyl)-6-(5-hydroxymethyl-imidazol-1-ylmethyl)-1-methyl-1H-quinolin-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:

: acetic acid 3-[4-(3-chloro-phenyl)-1-methyl-2-oxo-1,2-dihydro-quinolin-6-ylmethyl]-3H-imidazol-4-ylmethyl ester

: 852510-43-1
4-(3-chloro-phenyl)-6-(5-hydroxymethyl-imidazol-1-ylmethyl)-1-methyl-1H-quinolin-2-one

Guidance literature:: With lithium hydroxide; In tetrahydrofuran; at 20 ℃; for 14h;
DOI:10.1016/j.bmcl.2005.02.062

Reference yield:

: 852510-25-9
3-(3-chloro-phenyl)-5-iodo-benzo[c]isoxazole

: 852510-43-1
4-(3-chloro-phenyl)-6-(5-hydroxymethyl-imidazol-1-ylmethyl)-1-methyl-1H-quinolin-2-one

Guidance literature:: Multi-step reaction with 10 steps

1.1: 49 percent / iron; acetic acid / 2 h / 20 °C

2.1: 86 percent / n-Bu₄NBr / tetrahydrofuran / 3.5 h / 60 °C

3.1: toluene / 21 h / Heating

4.1: aq. NaOH / ethanol / 1.5 h / Heating

5.1: iso-PrMgBr / tetrahydrofuran / 0.83 h / -25 °C

5.2: 80 percent / tetrahydrofuran / 20 °C

6.1: 87 percent / sodium borohydride / methanol / -78 - 20 °C

7.1: 96 percent / PBr₃; LiBr / dimethylformamide / 0 - 20 °C

8.1: ethyl acetate / 60 °C

9.1: methanol / 1 h / Heating

10.1: aq. LiOH / tetrahydrofuran / 14 h / 20 °C

With methanol; lithium hydroxide; sodium hydroxide; sodium tetrahydroborate; tetrabutylammomium bromide; isopropylmagnesium bromide; phosphorus tribromide; iron; acetic acid; lithium bromide; In tetrahydrofuran; methanol; ethanol; ethyl acetate; N,N-dimethyl-formamide; toluene;
DOI:10.1016/j.bmcl.2005.02.062

Reference yield:

: 852510-26-0
(3-chloro-phenyl)-(5-iodo-2-methylamino-phenyl)-methanone

: 852510-43-1
4-(3-chloro-phenyl)-6-(5-hydroxymethyl-imidazol-1-ylmethyl)-1-methyl-1H-quinolin-2-one

Guidance literature:: Multi-step reaction with 8 steps

1.1: toluene / 21 h / Heating

2.1: aq. NaOH / ethanol / 1.5 h / Heating

3.1: iso-PrMgBr / tetrahydrofuran / 0.83 h / -25 °C

3.2: 80 percent / tetrahydrofuran / 20 °C

4.1: 87 percent / sodium borohydride / methanol / -78 - 20 °C

5.1: 96 percent / PBr₃; LiBr / dimethylformamide / 0 - 20 °C

6.1: ethyl acetate / 60 °C

7.1: methanol / 1 h / Heating

8.1: aq. LiOH / tetrahydrofuran / 14 h / 20 °C

With methanol; lithium hydroxide; sodium hydroxide; sodium tetrahydroborate; isopropylmagnesium bromide; phosphorus tribromide; lithium bromide; In tetrahydrofuran; methanol; ethanol; ethyl acetate; N,N-dimethyl-formamide; toluene;
DOI:10.1016/j.bmcl.2005.02.062