4,6-dichloro-2-(4-methoxy-benzyl)-2H-pyrazolo[3,4-b]pyridine-5-carboxylic acid ethyl ester

Base Information

Chemical Name:4,6-dichloro-2-(4-methoxy-benzyl)-2H-pyrazolo[3,4-b]pyridine-5-carboxylic acid ethyl ester
CAS No.:384835-95-4
Molecular Formula:C₁₇H₁₅Cl₂N₃O₃
Molecular Weight:380.23
Hs Code.:

4,6-dichloro-2-(4-methoxy-benzyl)-2<i>H</i>-pyrazolo[3,4-<i>b</i>]pyridine-5-carboxylic acid ethyl ester

Synonyms:4,6-dichloro-2-(4-methoxy-benzyl)-2H-pyrazolo[3,4-b]pyridine-5-carboxylic acid ethyl ester

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Chemical Property of 4,6-dichloro-2-(4-methoxy-benzyl)-2H-pyrazolo[3,4-b]pyridine-5-carboxylic acid ethyl ester

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Technology Process of 4,6-dichloro-2-(4-methoxy-benzyl)-2H-pyrazolo[3,4-b]pyridine-5-carboxylic acid ethyl ester

There total 1 articles about 4,6-dichloro-2-(4-methoxy-benzyl)-2H-pyrazolo[3,4-b]pyridine-5-carboxylic acid ethyl 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:

: 824-94-2
p-methoxybenzyl chloride

: 1260243-04-6,6994-25-8
ethyl 5-amino-1H-pyrazole-4-carboxylate

: 105-53-3
diethyl malonate

: 384835-95-4
4,6-dichloro-2-(4-methoxy-benzyl)-2H-pyrazolo[3,4-b]pyridine-5-carboxylic acid ethyl ester

Guidance literature:: p-methoxybenzyl chloride; ethyl 5-amino-1H-pyrazole-4-carboxylate; With sodium hydride; In acetonitrile; for 24h;

diethyl malonate; With sodium ethanolate; In ethanol; for 20h; Heating;

With trichlorophosphate; for 3h; Heating;
DOI:10.1016/S0960-894X(01)00466-8

Reference yield: 60.0%

: 384835-95-4
4,6-dichloro-2-(4-methoxy-benzyl)-2H-pyrazolo[3,4-b]pyridine-5-carboxylic acid ethyl ester

: 384835-96-5
4-amino-6-chloro-2-(4-methoxy-benzyl)-2H-pyrazolo[3,4-b]pyridine-5-carboxylic acid ethyl ester

Guidance literature:: With ammonia; In ethanol; at 20 ℃; for 168h;
DOI:10.1016/S0960-894X(01)00466-8

Reference yield:

: 384835-95-4
4,6-dichloro-2-(4-methoxy-benzyl)-2H-pyrazolo[3,4-b]pyridine-5-carboxylic acid ethyl ester

: 8-[5-(3-dimethylamino-pyrrolidine-1-sulfonyl)-2-propoxy-phenyl]-2,7-dihydro-2,3,4,7,9-pentaaza-cyclopenta[a]naphthalen-6-one

Guidance literature:: Multi-step reaction with 7 steps

1.1: 60 percent / NH₃ / ethanol / 168 h / 20 °C

2.1: 78 percent / aq. LiOH / tetrahydrofuran; methanol / 24 h

3.1: DCC; pentafluorophenol / dimethylformamide; ethyl acetate / 0 °C

3.2: 80 percent / NH₃ / tetrahydrofuran / 20 °C

4.1: KHMDS / tetrahydrofuran / 3 h

5.1: tBuOK / 2-methyl-propan-2-ol / 1 h / 80 °C

6.1: 93 percent / H₂ / Pd/C

7.1: TFA / 1 h / 60 °C

With lithium hydroxide; 2,3,4,5,6-pentafluorophenol; potassium tert-butylate; ammonia; hydrogen; potassium hexamethylsilazane; dicyclohexyl-carbodiimide; trifluoroacetic acid; palladium on activated charcoal; In tetrahydrofuran; methanol; ethanol; ethyl acetate; N,N-dimethyl-formamide; tert-butyl alcohol;
DOI:10.1016/S0960-894X(01)00466-8