benzyl 4-{6-fluoro-5-[(methylamino)carbonyl]-2-oxo-2,3-dihydro-1H-indol-1-yl}piperidine-1-carboxylate

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Chemical Name:benzyl 4-{6-fluoro-5-[(methylamino)carbonyl]-2-oxo-2,3-dihydro-1H-indol-1-yl}piperidine-1-carboxylate
CAS No.:1037834-55-1
Molecular Formula:C₂₃H₂₄FN₃O₄
Molecular Weight:425.46
Hs Code.:

Synonyms:benzyl 4-{6-fluoro-5-[(methylamino)carbonyl]-2-oxo-2,3-dihydro-1H-indol-1-yl}piperidine-1-carboxylate

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Chemical Property of benzyl 4-{6-fluoro-5-[(methylamino)carbonyl]-2-oxo-2,3-dihydro-1H-indol-1-yl}piperidine-1-carboxylate

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Technology Process of benzyl 4-{6-fluoro-5-[(methylamino)carbonyl]-2-oxo-2,3-dihydro-1H-indol-1-yl}piperidine-1-carboxylate

There total 8 articles about benzyl 4-{6-fluoro-5-[(methylamino)carbonyl]-2-oxo-2,3-dihydro-1H-indol-1-yl}piperidine-1-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: 38.0%

: 1037834-54-0
1-{1-[(benzyloxy)carbonyl]piperidin-4-yl}-6-fluoro-2-oxoindoline-5-carboxylic acid

: 74-89-5
methylamine

: 1037834-55-1
benzyl 4-{6-fluoro-5-[(methylamino)carbonyl]-2-oxo-2,3-dihydro-1H-indol-1-yl}piperidine-1-carboxylate

Guidance literature:: 1-{1-[(benzyloxy)carbonyl]piperidin-4-yl}-6-fluoro-2-oxoindoline-5-carboxylic acid; With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In N,N-dimethyl-formamide; for 0.166667h;

methylamine; In N,N-dimethyl-formamide; at 20 ℃; for 72h; Product distribution / selectivity;

Reference yield:

: 924868-81-5
methyl 2,5-difluoro-4-nitrobenzoate

: 1037834-55-1
benzyl 4-{6-fluoro-5-[(methylamino)carbonyl]-2-oxo-2,3-dihydro-1H-indol-1-yl}piperidine-1-carboxylate

Guidance literature:: Multi-step reaction with 6 steps

1.1: sodium hydride / N,N-dimethyl-formamide / 0.33 h / 0 °C

1.2: 0 - 20 °C

2.1: nickel / methanol

3.1: sodium tris(acetoxy)borohydride; acetic acid / 1,2-dichloro-ethane / 20 °C

4.1: toluene-4-sulfonic acid / toluene / 2 h / Heating / reflux

5.1: methanol; sodium hydroxide; water / 1.5 h / 80 °C

5.2: 20 °C

5.3: Amberlite IRA-400 (Cl) ion exchange resin

6.1: benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / N,N-dimethyl-formamide / 0.17 h

6.2: 72 h / 20 °C

With methanol; sodium hydroxide; water; sodium tris(acetoxy)borohydride; sodium hydride; benzotriazol-1-ol; toluene-4-sulfonic acid; acetic acid; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; nickel; In methanol; 1,2-dichloro-ethane; N,N-dimethyl-formamide; toluene;

Reference yield:

: 1037834-49-3
di-tert-butyl [4-fluoro-5-(methoxycarbonyl)-2-nitrophenyl]malonate

: 1037834-55-1
benzyl 4-{6-fluoro-5-[(methylamino)carbonyl]-2-oxo-2,3-dihydro-1H-indol-1-yl}piperidine-1-carboxylate

Guidance literature:: Multi-step reaction with 5 steps

1.1: nickel / methanol

2.1: sodium tris(acetoxy)borohydride; acetic acid / 1,2-dichloro-ethane / 20 °C

3.1: toluene-4-sulfonic acid / toluene / 2 h / Heating / reflux

4.1: methanol; sodium hydroxide; water / 1.5 h / 80 °C

4.2: 20 °C

4.3: Amberlite IRA-400 (Cl) ion exchange resin

5.1: benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / N,N-dimethyl-formamide / 0.17 h

5.2: 72 h / 20 °C

With methanol; sodium hydroxide; water; sodium tris(acetoxy)borohydride; benzotriazol-1-ol; toluene-4-sulfonic acid; acetic acid; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; nickel; In methanol; 1,2-dichloro-ethane; N,N-dimethyl-formamide; toluene;