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

Base Information

• Chemical Name: 5-chloro-8-[5-(3-dimethylamino-pyrrolidine-1-sulfonyl)-2-propoxy-phenyl]-2-(4-methoxy-benzyl)-2,7-dihydro-2,3,4,7,9-pentaaza-cyclopenta[a]naphthalen-6-one
• CAS No.: 384835-99-8
• Molecular Formula: C₃₁H₃₄ClN₇O₅S
• Molecular Weight: 652.174
• Mol file: 384835-99-8.mol

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

Chemical Property of 5-chloro-8-[5-(3-dimethylamino-pyrrolidine-1-sulfonyl)-2-propoxy-phenyl]-2-(4-methoxy-benzyl)-2,7-dihydro-2,3,4,7,9-pentaaza-cyclopenta[a]naphthalen-6-one

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 5-chloro-8-[5-(3-dimethylamino-pyrrolidine-1-sulfonyl)-2-propoxy-phenyl]-2-(4-methoxy-benzyl)-2,7-dihydro-2,3,4,7,9-pentaaza-cyclopenta[a]naphthalen-6-one

There total 6 articles about 5-chloro-8-[5-(3-dimethylamino-pyrrolidine-1-sulfonyl)-2-propoxy-phenyl]-2-(4-methoxy-benzyl)-2,7-dihydro-2,3,4,7,9-pentaaza-cyclopenta[a]naphthalen-6-one 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:

6-chloro-4-[5-(3-dimethylamino-pyrrolidine-1-sulfonyl)-2-propoxy-benzoylamino]-2-(4-methoxy-benzyl)-2H-pyrazolo[3,4-b]pyridine-5-carboxylic acid amide → 5-chloro-8-[5-(3-dimethylamino-pyrrolidine-1-sulfonyl)-2-propoxy-phenyl]-2-(4-methoxy-benzyl)-2,7-dihydro-2,3,4,7,9-pentaaza-cyclopenta[a]naphthalen-6-one (384835-99-8)

Guidance literature:

With potassium tert-butylate; In tert-butyl alcohol; at 80 ℃; for 1h;

DOI:10.1016/S0960-894X(01)00466-8

Reference yield:

4-amino-6-chloro-2-(4-methoxy-benzyl)-2H-pyrazolo[3,4-b]pyridine-5-carboxylic acid amide (384835-98-7) → 5-chloro-8-[5-(3-dimethylamino-pyrrolidine-1-sulfonyl)-2-propoxy-phenyl]-2-(4-methoxy-benzyl)-2,7-dihydro-2,3,4,7,9-pentaaza-cyclopenta[a]naphthalen-6-one (384835-99-8)

Guidance literature:

Multi-step reaction with 2 steps

1: KHMDS / tetrahydrofuran / 3 h

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

With potassium tert-butylate; potassium hexamethylsilazane; In tetrahydrofuran; tert-butyl alcohol;

DOI:10.1016/S0960-894X(01)00466-8

Reference yield:

4-amino-6-chloro-2-(4-methoxy-benzyl)-2H-pyrazolo[3,4-b]pyridine-5-carboxylic acid (384835-97-6) → 5-chloro-8-[5-(3-dimethylamino-pyrrolidine-1-sulfonyl)-2-propoxy-phenyl]-2-(4-methoxy-benzyl)-2,7-dihydro-2,3,4,7,9-pentaaza-cyclopenta[a]naphthalen-6-one (384835-99-8)

Guidance literature:

Multi-step reaction with 3 steps

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

1.2: 80 percent / NH₃ / tetrahydrofuran / 20 °C

2.1: KHMDS / tetrahydrofuran / 3 h

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

With 2,3,4,5,6-pentafluorophenol; potassium tert-butylate; potassium hexamethylsilazane; dicyclohexyl-carbodiimide; In tetrahydrofuran; ethyl acetate; N,N-dimethyl-formamide; tert-butyl alcohol;

DOI:10.1016/S0960-894X(01)00466-8

upstream raw materials:

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

4-amino-6-chloro-2-(4-methoxy-benzyl)-2H-pyrazolo[3,4-b]pyridine-5-carboxylic acid amide

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

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

Downstream raw materials:

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

(3R)-3-(Dimethylamino)-1-[[3-[5-[[(3-chloro-4-methoxyphenyl)methyl]amino]-4,8-dihydro-8-[(4-methoxyphenyl)methyl]-4-oxo-1H-pyrazolo[4',3':5,6]pyrido[4,3-d]pyrimidin-2-yl]-4-propoxyphenyl]sulfonyl]pyrrolidine

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

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