3-(2-aminothiazolo[5,4-b]pyridin-5-yl)benzoic acid

Base Information

Chemical Name:3-(2-aminothiazolo[5,4-b]pyridin-5-yl)benzoic acid
CAS No.:1258391-97-7
Molecular Formula:C₁₃H₉N₃O₂S
Molecular Weight:271.299
Hs Code.:

Synonyms:3-(2-aminothiazolo[5,4-b]pyridin-5-yl)benzoic acid

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Chemical Property of 3-(2-aminothiazolo[5,4-b]pyridin-5-yl)benzoic acid

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Technology Process of 3-(2-aminothiazolo[5,4-b]pyridin-5-yl)benzoic acid

There total 8 articles about 3-(2-aminothiazolo[5,4-b]pyridin-5-yl)benzoic 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: 85.0%

: 1258391-94-4
ethyl 3-(2-aminothiazolo[5,4-b]pyridin-5-yl)benzoate

: 1258391-97-7
3-(2-aminothiazolo[5,4-b]pyridin-5-yl)benzoic acid

Guidance literature:: ethyl 3-(2-aminothiazolo[5,4-b]pyridin-5-yl)benzoate; With lithium hydroxide monohydrate; water; In tetrahydrofuran; methanol; at 20 ℃; for 16h;

With hydrogenchloride; In tetrahydrofuran; methanol; water; pH=6;

Reference yield:

: 4548-45-2
2-chloro-5-nitropyridine

: 1258391-97-7
3-(2-aminothiazolo[5,4-b]pyridin-5-yl)benzoic acid

Guidance literature:: Multi-step reaction with 7 steps

1.1: bis-triphenylphosphine-palladium(II) chloride; sodium carbonate; tert-butyl XPhos / 1,4-dioxane / 10 h / 90 °C

2.1: 5%-palladium/activated carbon; ethanol / 16 h

3.1: N-Bromosuccinimide / N,N-dimethyl-formamide / 0 °C

4.1: acetic acid / 1-methyl-pyrrolidin-2-one / 16 h / 150 °C

4.2: 0.5 h / 50 °C

5.1: Oxone / tetrahydrofuran; methanol; water / 16 h / 20 °C

6.1: ammonia / isopropyl alcohol / 24 h / 90 °C

7.1: lithium hydroxide monohydrate / tetrahydrofuran; methanol; water / 16 h / 20 °C

With bis-triphenylphosphine-palladium(II) chloride; Oxone; N-Bromosuccinimide; lithium hydroxide monohydrate; ethanol; 5%-palladium/activated carbon; ammonia; sodium carbonate; acetic acid; tert-butyl XPhos; In tetrahydrofuran; 1,4-dioxane; 1-methyl-pyrrolidin-2-one; methanol; water; N,N-dimethyl-formamide; isopropyl alcohol; 1.1: Suzuki coupling;
DOI:10.1016/j.bmcl.2012.06.036

Reference yield:

: 1258391-89-7
ethyl 3-(5-nitropyridin-2-yl)benzoate

: 1258391-97-7
3-(2-aminothiazolo[5,4-b]pyridin-5-yl)benzoic acid

Guidance literature:: Multi-step reaction with 6 steps

1.1: 5%-palladium/activated carbon; ethanol / 16 h

2.1: N-Bromosuccinimide / N,N-dimethyl-formamide / 0 °C

3.1: acetic acid / 1-methyl-pyrrolidin-2-one / 16 h / 150 °C

3.2: 0.5 h / 50 °C

4.1: Oxone / tetrahydrofuran; methanol; water / 16 h / 20 °C

5.1: ammonia / isopropyl alcohol / 24 h / 90 °C

6.1: lithium hydroxide monohydrate / tetrahydrofuran; methanol; water / 16 h / 20 °C

With Oxone; N-Bromosuccinimide; lithium hydroxide monohydrate; ethanol; 5%-palladium/activated carbon; ammonia; acetic acid; In tetrahydrofuran; 1-methyl-pyrrolidin-2-one; methanol; water; N,N-dimethyl-formamide; isopropyl alcohol;
DOI:10.1016/j.bmcl.2012.06.036