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

Base Information

• Chemical Name: acetic acid {3-[4-(3-chloro-phenyl)-1-methyl-2-oxo-1,2-dihydro-quinolin-6-ylmethyl]-3H-imidazol-4-yl}-(4-cyano-phenyl)-methyl ester
• CAS No.: 852510-32-8
• Molecular Formula: C₃₀H₂₃ClN₄O₃
• Molecular Weight: 522.991

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

Chemical Property of acetic acid {3-[4-(3-chloro-phenyl)-1-methyl-2-oxo-1,2-dihydro-quinolin-6-ylmethyl]-3H-imidazol-4-yl}-(4-cyano-phenyl)-methyl ester

Chemical Property:

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Technology Process of acetic acid {3-[4-(3-chloro-phenyl)-1-methyl-2-oxo-1,2-dihydro-quinolin-6-ylmethyl]-3H-imidazol-4-yl}-(4-cyano-phenyl)-methyl ester

There total 11 articles about acetic acid {3-[4-(3-chloro-phenyl)-1-methyl-2-oxo-1,2-dihydro-quinolin-6-ylmethyl]-3H-imidazol-4-yl}-(4-cyano-phenyl)-methyl ester 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:

3-(3-chloro-phenyl)-5-iodo-benzo[c]isoxazole (852510-25-9) → acetic acid {3-[4-(3-chloro-phenyl)-1-methyl-2-oxo-1,2-dihydro-quinolin-6-ylmethyl]-3H-imidazol-4-yl}-(4-cyano-phenyl)-methyl ester (852510-32-8)

Guidance literature:

Multi-step reaction with 9 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 / 96 h / 55 °C

9.1: methanol / 2 h / Heating

With methanol; 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:

(3-chloro-phenyl)-(5-iodo-2-methylamino-phenyl)-methanone (852510-26-0) → acetic acid {3-[4-(3-chloro-phenyl)-1-methyl-2-oxo-1,2-dihydro-quinolin-6-ylmethyl]-3H-imidazol-4-yl}-(4-cyano-phenyl)-methyl ester (852510-32-8)

Guidance literature:

Multi-step reaction with 7 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 / 96 h / 55 °C

7.1: methanol / 2 h / Heating

With methanol; 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

Reference yield:

(2-amino-5-iodo-phenyl)-(3-chloro-phenyl)-methanone (552331-39-2) → acetic acid {3-[4-(3-chloro-phenyl)-1-methyl-2-oxo-1,2-dihydro-quinolin-6-ylmethyl]-3H-imidazol-4-yl}-(4-cyano-phenyl)-methyl ester (852510-32-8)

Guidance literature:

Multi-step reaction with 8 steps

1.1: 86 percent / n-Bu₄NBr / tetrahydrofuran / 3.5 h / 60 °C

2.1: toluene / 21 h / Heating

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

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

4.2: 80 percent / tetrahydrofuran / 20 °C

5.1: 87 percent / sodium borohydride / methanol / -78 - 20 °C

6.1: 96 percent / PBr₃; LiBr / dimethylformamide / 0 - 20 °C

7.1: ethyl acetate / 96 h / 55 °C

8.1: methanol / 2 h / Heating

With methanol; sodium hydroxide; sodium tetrahydroborate; tetrabutylammomium bromide; 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

upstream raw materials:

3-(3-chloro-phenyl)-5-iodo-benzo[c]isoxazole

(3-chloro-phenyl)-(5-iodo-2-methylamino-phenyl)-methanone

(2-amino-5-iodo-phenyl)-(3-chloro-phenyl)-methanone

4-(3-chloro-phenyl)-1-methyl-2-oxo-1,2-dihydro-quinoline-6-carbaldehyde

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