3-{[5-(aminocarbonyl)-1,3-dimethyl-1H-pyrazolo[3,4-b]pyridin-4-yl]amino}benzoic acid

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Chemical Name:3-{[5-(aminocarbonyl)-1,3-dimethyl-1H-pyrazolo[3,4-b]pyridin-4-yl]amino}benzoic acid
CAS No.:741290-75-5
Molecular Formula:C₁₆H₁₅N₅O₃
Molecular Weight:325.327
Hs Code.:

Synonyms:3-{[5-(aminocarbonyl)-1,3-dimethyl-1H-pyrazolo[3,4-b]pyridin-4-yl]amino}benzoic acid

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Chemical Property of 3-{[5-(aminocarbonyl)-1,3-dimethyl-1H-pyrazolo[3,4-b]pyridin-4-yl]amino}benzoic acid

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Technology Process of 3-{[5-(aminocarbonyl)-1,3-dimethyl-1H-pyrazolo[3,4-b]pyridin-4-yl]amino}benzoic acid

There total 6 articles about 3-{[5-(aminocarbonyl)-1,3-dimethyl-1H-pyrazolo[3,4-b]pyridin-4-yl]amino}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: 75.0%

: 741290-84-6
ethyl 3-{[5-(aminocarbonyl)-1,3-dimethyl-1H-pyrazolo[3,4-b]pyridin-4-yl]amino}benzoate

: 741290-75-5
3-{[5-(aminocarbonyl)-1,3-dimethyl-1H-pyrazolo[3,4-b]pyridin-4-yl]amino}benzoic acid

Guidance literature:: With sodium hydroxide; In tetrahydrofuran; ethanol; water; at 50 ℃; for 7h;
DOI:10.1016/j.bmc.2004.05.032

Reference yield:

: 3524-32-1
5-Amino-1,3-dimethylpyrazole

: 741290-75-5
3-{[5-(aminocarbonyl)-1,3-dimethyl-1H-pyrazolo[3,4-b]pyridin-4-yl]amino}benzoic acid

Guidance literature:: Multi-step reaction with 7 steps

1: 89 percent / 1 h / 120 °C

2: 77 percent / POCl₃ / 18 h / 120 °C

3: 99 percent / potassium hydroxide / H₂O; 1,2-dimethoxy-ethane / 18 h / 20 °C

4: SOCl₂ / 1 h / 80 °C

5: 1.98 g / aq. ammonium / tetrahydrofuran / 0.17 h / 0 °C

6: 92 percent / dioxane / 1 h / 120 °C

7: 75 percent / NaOH / ethanol; tetrahydrofuran; H₂O / 7 h / 50 °C

With potassium hydroxide; ammonium hydroxide; sodium hydroxide; thionyl chloride; trichlorophosphate; In tetrahydrofuran; 1,4-dioxane; 1,2-dimethoxyethane; ethanol; water;
DOI:10.1016/j.bmc.2004.05.032

Reference yield:

: 20481-33-8
diethyl 2-{[(1,3-dimethyl-1H-pyrazol-5-yl)amino]methylene}malonate

: 741290-75-5
3-{[5-(aminocarbonyl)-1,3-dimethyl-1H-pyrazolo[3,4-b]pyridin-4-yl]amino}benzoic acid

Guidance literature:: Multi-step reaction with 6 steps

1: 77 percent / POCl₃ / 18 h / 120 °C

2: 99 percent / potassium hydroxide / H₂O; 1,2-dimethoxy-ethane / 18 h / 20 °C

3: SOCl₂ / 1 h / 80 °C

4: 1.98 g / aq. ammonium / tetrahydrofuran / 0.17 h / 0 °C

5: 92 percent / dioxane / 1 h / 120 °C

6: 75 percent / NaOH / ethanol; tetrahydrofuran; H₂O / 7 h / 50 °C

With potassium hydroxide; ammonium hydroxide; sodium hydroxide; thionyl chloride; trichlorophosphate; In tetrahydrofuran; 1,4-dioxane; 1,2-dimethoxyethane; ethanol; water;
DOI:10.1016/j.bmc.2004.05.032