[2-bromo-4-{3-fluoro-pyridin-4-ylcarbamoyl}-benzyl]-carbamic acid tert butyl ester

Base Information

Chemical Name:[2-bromo-4-{3-fluoro-pyridin-4-ylcarbamoyl}-benzyl]-carbamic acid tert butyl ester
CAS No.:1333400-88-6
Molecular Formula:C₁₈H₁₉BrFN₃O₃
Molecular Weight:424.27
Hs Code.:

Synonyms:[2-bromo-4-{3-fluoro-pyridin-4-ylcarbamoyl}-benzyl]-carbamic acid tert butyl ester

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Chemical Property of [2-bromo-4-{3-fluoro-pyridin-4-ylcarbamoyl}-benzyl]-carbamic acid tert butyl ester

Chemical Property:

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Technology Process of [2-bromo-4-{3-fluoro-pyridin-4-ylcarbamoyl}-benzyl]-carbamic acid tert butyl ester

There total 7 articles about [2-bromo-4-{3-fluoro-pyridin-4-ylcarbamoyl}-benzyl]-carbamic acid tert butyl 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:

: 1333400-84-2
3-bromo-4-(tert-butoxycarbonylamino-methyl)benzoic acid

: 2247-88-3
3-fluoro-pyridin-4-ylamine

: 1333400-88-6
[2-bromo-4-{3-fluoro-pyridin-4-ylcarbamoyl}-benzyl]-carbamic acid tert butyl ester

Guidance literature:: With dmap; triethylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; In N,N-dimethyl acetamide; at 30 ℃; for 16h;
DOI:10.1016/j.bmcl.2013.09.040

Reference yield:

: 7697-26-9
3-bromo-4-methylbenzoic acid

: 1333400-88-6
[2-bromo-4-{3-fluoro-pyridin-4-ylcarbamoyl}-benzyl]-carbamic acid tert butyl ester

Guidance literature:: Multi-step reaction with 6 steps

1.1: sulfuric acid / 16 h / 60 °C

2.1: N-Bromosuccinimide; 2,2'-azobis(isobutyronitrile) / tetrachloromethane / 16 h / 20 °C / Reflux

3.1: potassium tert-butylate / N,N-dimethyl-formamide / 1 h / 20 °C

3.2: 16 h / 20 °C

4.1: trifluoroacetic acid / dichloromethane / 4 h / 0 - 20 °C

5.1: sodium hydroxide; water / methanol / 2 h / 50 °C

6.1: dmap; triethylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate / N,N-dimethyl acetamide / 16 h / 30 °C

With dmap; N-Bromosuccinimide; 2,2'-azobis(isobutyronitrile); sulfuric acid; potassium tert-butylate; water; triethylamine; trifluoroacetic acid; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; sodium hydroxide; In methanol; tetrachloromethane; dichloromethane; N,N-dimethyl acetamide; N,N-dimethyl-formamide; 1.1: |Fischer-Speier Esterification;
DOI:10.1016/j.bmcl.2013.09.040

Reference yield:

: 104901-43-1
methyl 3-bromo-4-methylbenzoate

: 1333400-88-6
[2-bromo-4-{3-fluoro-pyridin-4-ylcarbamoyl}-benzyl]-carbamic acid tert butyl ester

Guidance literature:: Multi-step reaction with 5 steps

1.1: N-Bromosuccinimide; 2,2'-azobis(isobutyronitrile) / tetrachloromethane / 16 h / 20 °C / Reflux

2.1: potassium tert-butylate / N,N-dimethyl-formamide / 1 h / 20 °C

2.2: 16 h / 20 °C

3.1: trifluoroacetic acid / dichloromethane / 4 h / 0 - 20 °C

4.1: sodium hydroxide; water / methanol / 2 h / 50 °C

5.1: dmap; triethylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate / N,N-dimethyl acetamide / 16 h / 30 °C

With dmap; N-Bromosuccinimide; 2,2'-azobis(isobutyronitrile); potassium tert-butylate; water; triethylamine; trifluoroacetic acid; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; sodium hydroxide; In methanol; tetrachloromethane; dichloromethane; N,N-dimethyl acetamide; N,N-dimethyl-formamide;
DOI:10.1016/j.bmcl.2013.09.040