7-[(3-chlorophenyl)thio]-3-methyl-4-(4-morpholinylcarbonyl)-1H-pyrrolo[2,3-c]pyridine

Base Information

• Chemical Name: 7-[(3-chlorophenyl)thio]-3-methyl-4-(4-morpholinylcarbonyl)-1H-pyrrolo[2,3-c]pyridine
• CAS No.: 925918-12-3
• Molecular Formula: C₁₉H₁₈ClN₃O₂S
• Molecular Weight: 387.89
• Mol file: 925918-12-3.mol

Synonyms:7-[(3-chlorophenyl)thio]-3-methyl-4-(4-morpholinylcarbonyl)-1H-pyrrolo[2,3-c]pyridine

Chemical Property of 7-[(3-chlorophenyl)thio]-3-methyl-4-(4-morpholinylcarbonyl)-1H-pyrrolo[2,3-c]pyridine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 7-[(3-chlorophenyl)thio]-3-methyl-4-(4-morpholinylcarbonyl)-1H-pyrrolo[2,3-c]pyridine

There total 7 articles about 7-[(3-chlorophenyl)thio]-3-methyl-4-(4-morpholinylcarbonyl)-1H-pyrrolo[2,3-c]pyridine 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:

7-chloro-3-methyl-4-(1-morpholin-4-yl-methanoyl)-pyrrolo[2,3-c]pyridine-1-carboxylic acid tert-butyl ester (871819-24-8) + 3-chlorophenylthiol (2037-31-2) → 7-[(3-chlorophenyl)thio]-3-methyl-4-(4-morpholinylcarbonyl)-1H-pyrrolo[2,3-c]pyridine (925918-12-3)

Guidance literature:

With sodium hydride; In 1,4-dioxane; N,N-dimethyl-formamide; at 20 - 180 ℃; for 2h; Microwave;

Reference yield:

3-nitropyridone (6332-56-5) → 7-[(3-chlorophenyl)thio]-3-methyl-4-(4-morpholinylcarbonyl)-1H-pyrrolo[2,3-c]pyridine (925918-12-3)

Guidance literature:

Multi-step reaction with 7 steps

1.1: sulfuric acid; periodic acid / water; acetic acid / 0.25 h / 90 °C

1.2: 0.33 h

2.1: O-phenyl phosphorodichloridate / 0.5 h / 180 °C

3.1: tetrahydrofuran / 0.67 h / 0 °C

4.1: sodium hydride / tetrahydrofuran / 2 h / 0 - 20 °C

5.1: isopropylmagnesium chloride / tetrahydrofuran / 0.08 h / -40 - 20 °C / Molecular sieve 4A

5.3: pH 1

6.1: N-ethylmorpholine;; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / N,N-dimethyl-formamide / 20 °C

7.1: sodium hydride / 1,4-dioxane; N,N-dimethyl-formamide / 2 h / 20 - 180 °C / Microwave

With N-ethylmorpholine;; sulfuric acid; isopropylmagnesium chloride; sodium hydride; benzotriazol-1-ol; O-phenyl phosphorodichloridate; periodic acid; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In tetrahydrofuran; 1,4-dioxane; water; acetic acid; N,N-dimethyl-formamide;

Reference yield:

5-iodo-3-nitro-2(1H)-pyridinone (25391-59-7) → 7-[(3-chlorophenyl)thio]-3-methyl-4-(4-morpholinylcarbonyl)-1H-pyrrolo[2,3-c]pyridine (925918-12-3)

Guidance literature:

Multi-step reaction with 6 steps

1.1: O-phenyl phosphorodichloridate / 0.5 h / 180 °C

2.1: tetrahydrofuran / 0.67 h / 0 °C

3.1: sodium hydride / tetrahydrofuran / 2 h / 0 - 20 °C

4.1: isopropylmagnesium chloride / tetrahydrofuran / 0.08 h / -40 - 20 °C / Molecular sieve 4A

4.3: pH 1

5.1: N-ethylmorpholine;; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / N,N-dimethyl-formamide / 20 °C

6.1: sodium hydride / 1,4-dioxane; N,N-dimethyl-formamide / 2 h / 20 - 180 °C / Microwave

With N-ethylmorpholine;; isopropylmagnesium chloride; sodium hydride; benzotriazol-1-ol; O-phenyl phosphorodichloridate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In tetrahydrofuran; 1,4-dioxane; N,N-dimethyl-formamide;

upstream raw materials:

7-chloro-3-methyl-4-(1-morpholin-4-yl-methanoyl)-pyrrolo[2,3-c]pyridine-1-carboxylic acid tert-butyl ester

3-chlorophenylthiol

7-chloro-4-iodo-3-methyl-1H-pyrrolo[2,3-c]pyridine

7-chloro-4-iodo-3-methyl-pyrrolo[2,3-c]pyridine-1-carboxylic acid tert-butyl ester

Downstream raw materials:

7-[(3-chlorophenyl)sulfonyl]-3-methyl-4-(4-morpholinylcarbonyl)-1H-pyrrolo[2,3-c]pyridine