{7-[(4-fluoro-benzenesulfonyl)-methyl-amino]-6,7,8,9-tetrahydro-pyrido[2,3-b]indolizin-10-yl}-acetic acid

Base Information

Chemical Name:{7-[(4-fluoro-benzenesulfonyl)-methyl-amino]-6,7,8,9-tetrahydro-pyrido[2,3-b]indolizin-10-yl}-acetic acid
CAS No.:1187081-31-7
Molecular Formula:C₂₀H₂₀FN₃O₄S
Molecular Weight:417.461
Hs Code.:

Synonyms:{7-[(4-fluoro-benzenesulfonyl)-methyl-amino]-6,7,8,9-tetrahydro-pyrido[2,3-b]indolizin-10-yl}-acetic acid

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Chemical Property of {7-[(4-fluoro-benzenesulfonyl)-methyl-amino]-6,7,8,9-tetrahydro-pyrido[2,3-b]indolizin-10-yl}-acetic acid

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Technology Process of {7-[(4-fluoro-benzenesulfonyl)-methyl-amino]-6,7,8,9-tetrahydro-pyrido[2,3-b]indolizin-10-yl}-acetic acid

There total 11 articles about {7-[(4-fluoro-benzenesulfonyl)-methyl-amino]-6,7,8,9-tetrahydro-pyrido[2,3-b]indolizin-10-yl}-acetic acid 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:

: 1195789-72-0
{7-[(4-fluoro-benzenesulfonyl)-methyl-amino]-6,7,8,9-tetrahydro-pyrido[2,3-b]indolizin-10-yl}-acetic acid ethyl ester

: 1187081-31-7
{7-[(4-fluoro-benzenesulfonyl)-methyl-amino]-6,7,8,9-tetrahydro-pyrido[2,3-b]indolizin-10-yl}-acetic acid

Guidance literature:: With methanol; lithium hydroxide; In tetrahydrofuran;
DOI:10.1016/j.bmcl.2009.06.085

Reference yield:

: 39856-58-1
3-amino-2-bromopyridine

: 1187081-31-7
{7-[(4-fluoro-benzenesulfonyl)-methyl-amino]-6,7,8,9-tetrahydro-pyrido[2,3-b]indolizin-10-yl}-acetic acid

Guidance literature:: Multi-step reaction with 12 steps

1.1: sodium hexamethyldisilazane / tetrahydrofuran / 0 - 20 °C

1.2: 20 °C

2.1: triethylamine / bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide / N,N-dimethyl-formamide / 20 °C / Inert atmosphere

3.1: 1,8-diazabicyclo[5.4.0]undec-7-ene / N,N-dimethyl-formamide / 3 h / 50 °C / Inert atmosphere

4.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 0.17 h / 0 °C

4.2: 0.25 h

5.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 0.08 h

6.1: dipyridinium dichromate / N,N-dimethyl-formamide / 3.33 h

7.1: potassium tert-butylate / tetrahydrofuran / 0 - 20 °C

8.1: silica gel / toluene / 1.5 h / 110 °C

9.1: sodium cyanoborohydride; acetic acid / ethanol / 0 - 20 °C

10.1: triethylamine / dichloromethane / 3 h / 20 °C

11.1: copper / toluene / 110 °C

12.1: water; sodium hydroxide / tetrahydrofuran; methanol / 20 °C

With dipyridinium dichromate; potassium tert-butylate; tetrabutyl ammonium fluoride; water; sodium hexamethyldisilazane; silica gel; copper; sodium hydride; sodium cyanoborohydride; acetic acid; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; sodium hydroxide; bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; In tetrahydrofuran; methanol; ethanol; dichloromethane; N,N-dimethyl-formamide; toluene; mineral oil;

Reference yield:

: 116026-98-3
(2-bromo-pyridin-3-yl)-carbamic acid tert-butyl ester

: 1187081-31-7
{7-[(4-fluoro-benzenesulfonyl)-methyl-amino]-6,7,8,9-tetrahydro-pyrido[2,3-b]indolizin-10-yl}-acetic acid

Guidance literature:: Multi-step reaction with 11 steps

1.1: triethylamine / bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide / N,N-dimethyl-formamide / 20 °C / Inert atmosphere

2.1: 1,8-diazabicyclo[5.4.0]undec-7-ene / N,N-dimethyl-formamide / 3 h / 50 °C / Inert atmosphere

3.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 0.17 h / 0 °C

3.2: 0.25 h

4.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 0.08 h

5.1: dipyridinium dichromate / N,N-dimethyl-formamide / 3.33 h

6.1: potassium tert-butylate / tetrahydrofuran / 0 - 20 °C

7.1: silica gel / toluene / 1.5 h / 110 °C

8.1: sodium cyanoborohydride; acetic acid / ethanol / 0 - 20 °C

9.1: triethylamine / dichloromethane / 3 h / 20 °C

10.1: copper / toluene / 110 °C

11.1: water; sodium hydroxide / tetrahydrofuran; methanol / 20 °C

With dipyridinium dichromate; potassium tert-butylate; tetrabutyl ammonium fluoride; water; silica gel; copper; sodium hydride; sodium cyanoborohydride; acetic acid; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; sodium hydroxide; bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; In tetrahydrofuran; methanol; ethanol; dichloromethane; N,N-dimethyl-formamide; toluene; mineral oil;