methyl 9-(4-fluorobenzyl)-4-hydroxy-2-methyl-1-oxo-2,9-dihydro-1H-pyrido[3,4-b]indole-3-carboxylate

Base Information

Chemical Name:methyl 9-(4-fluorobenzyl)-4-hydroxy-2-methyl-1-oxo-2,9-dihydro-1H-pyrido[3,4-b]indole-3-carboxylate
CAS No.:1428795-02-1
Molecular Formula:C₂₁H₁₇FN₂O₄
Molecular Weight:380.375
Hs Code.:

Synonyms:methyl 9-(4-fluorobenzyl)-4-hydroxy-2-methyl-1-oxo-2,9-dihydro-1H-pyrido[3,4-b]indole-3-carboxylate

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Chemical Property of methyl 9-(4-fluorobenzyl)-4-hydroxy-2-methyl-1-oxo-2,9-dihydro-1H-pyrido[3,4-b]indole-3-carboxylate

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Technology Process of methyl 9-(4-fluorobenzyl)-4-hydroxy-2-methyl-1-oxo-2,9-dihydro-1H-pyrido[3,4-b]indole-3-carboxylate

There total 7 articles about methyl 9-(4-fluorobenzyl)-4-hydroxy-2-methyl-1-oxo-2,9-dihydro-1H-pyrido[3,4-b]indole-3-carboxylate 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: 39.8%

: 1428794-98-2
methyl 1-(4-fluorobenzyl)-2-((2-methoxy-2-oxoethyl)(methyl)carbamoyl)-1H-indole-3-carboxylate

: 1428795-02-1
methyl 9-(4-fluorobenzyl)-4-hydroxy-2-methyl-1-oxo-2,9-dihydro-1H-pyrido[3,4-b]indole-3-carboxylate

Guidance literature:: methyl 1-(4-fluorobenzyl)-2-((2-methoxy-2-oxoethyl)(methyl)carbamoyl)-1H-indole-3-carboxylate; With sodium hydride; In N,N-dimethyl-formamide; for 1h; Cooling with ice;

With water; In N,N-dimethyl-formamide; at 0 ℃;

Reference yield:

: 1428794-96-0
dimethyl 1-(4-fluorobenzyl)-1H-indole-2,3-dicarboxylate

: 1428795-02-1
methyl 9-(4-fluorobenzyl)-4-hydroxy-2-methyl-1-oxo-2,9-dihydro-1H-pyrido[3,4-b]indole-3-carboxylate

Guidance literature:: Multi-step reaction with 5 steps

1.1: potassium hydroxide; ethanol / 18 h / 95 °C / Reflux

1.2: pH 1

2.1: trifluoroacetic anhydride / dichloromethane / 1 h / 20 °C

3.1: 18 h / 90 °C / Reflux

4.1: N-ethyl-N,N-diisopropylamine; HATU / N,N-dimethyl-formamide / 1 h

5.1: sodium hydride / N,N-dimethyl-formamide / 1 h / Cooling with ice

5.2: 0 °C

With ethanol; sodium hydride; N-ethyl-N,N-diisopropylamine; HATU; trifluoroacetic anhydride; potassium hydroxide; In dichloromethane; N,N-dimethyl-formamide;

Reference yield:

: 1428794-97-1
1-(4-fluorobenzyl)-1H-indole-2,3-dicarboxylic acid

: 1428795-02-1
methyl 9-(4-fluorobenzyl)-4-hydroxy-2-methyl-1-oxo-2,9-dihydro-1H-pyrido[3,4-b]indole-3-carboxylate

Guidance literature:: Multi-step reaction with 4 steps

1.1: trifluoroacetic anhydride / dichloromethane / 1 h / 20 °C

2.1: 18 h / 90 °C / Reflux

3.1: N-ethyl-N,N-diisopropylamine; HATU / N,N-dimethyl-formamide / 1 h

4.1: sodium hydride / N,N-dimethyl-formamide / 1 h / Cooling with ice

4.2: 0 °C

With sodium hydride; N-ethyl-N,N-diisopropylamine; HATU; trifluoroacetic anhydride; In dichloromethane; N,N-dimethyl-formamide;