4-chloro-N-[1-[[(4R)-5,6-dihydro-4H-imidazo[1,2-a][1]benzazepin-4-yl]carbamoyl]cyclopropyl]benzamide 4-methylbenzenesulfonic acid salt

Base Information

• Chemical Name: 4-chloro-N-[1-[[(4R)-5,6-dihydro-4H-imidazo[1,2-a][1]benzazepin-4-yl]carbamoyl]cyclopropyl]benzamide 4-methylbenzenesulfonic acid salt
• CAS No.: 1310816-82-0
• Molecular Formula: C₇H₈O₃S*C₂₃H₂₁ClN₄O₂
• Molecular Weight: 593.103
• Mol file: 1310816-82-0.mol

Synonyms:4-chloro-N-[1-[[(4R)-5,6-dihydro-4H-imidazo[1,2-a][1]benzazepin-4-yl]carbamoyl]cyclopropyl]benzamide 4-methylbenzenesulfonic acid salt

Chemical Property of 4-chloro-N-[1-[[(4R)-5,6-dihydro-4H-imidazo[1,2-a][1]benzazepin-4-yl]carbamoyl]cyclopropyl]benzamide 4-methylbenzenesulfonic acid salt

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 4-chloro-N-[1-[[(4R)-5,6-dihydro-4H-imidazo[1,2-a][1]benzazepin-4-yl]carbamoyl]cyclopropyl]benzamide 4-methylbenzenesulfonic acid salt

There total 23 articles about 4-chloro-N-[1-[[(4R)-5,6-dihydro-4H-imidazo[1,2-a][1]benzazepin-4-yl]carbamoyl]cyclopropyl]benzamide 4-methylbenzenesulfonic acid salt 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: 79.0%

4-Chloro-N-[1-[[(4R)-5,6-dihydro-4H-imidazo[1,2-a][1]benzazepin-4-yl]carbamoyl]cyclopropyl]benzamide (1310816-21-7) + toluene-4-sulfonic acid (104-15-4) → 4-chloro-N-[1-[[(4R)-5,6-dihydro-4H-imidazo[1,2-a][1]benzazepin-4-yl]carbamoyl]cyclopropyl]benzamide 4-methylbenzenesulfonic acid salt (1310816-82-0)

Guidance literature:

In isopropyl alcohol; at 20 ℃; for 2h;

Reference yield:

((R)-2-oxo-2,3,4,5-tetrahydro-1H-benzo[b]azepin-3-yl)carbamic acid tert-butyl ester (145485-03-6) → 4-chloro-N-[1-[[(4R)-5,6-dihydro-4H-imidazo[1,2-a][1]benzazepin-4-yl]carbamoyl]cyclopropyl]benzamide 4-methylbenzenesulfonic acid salt (1310816-82-0)

Guidance literature:

Multi-step reaction with 10 steps

1.1: hydrogenchloride; water / methanol / 1 h

2.1: sodium carbonate / water; acetonitrile / 4 h / 20 °C

3.1: Lawessons reagent / toluene / 2.5 h / 100 °C / Inert atmosphere

4.1: toluene-4-sulfonic acid / dichloromethane / 49 h / 20 °C / Industry scale

5.1: formic acid / 1.33 h / 95 °C / Industry scale

5.2: pH 7

5.3: Chiralpak AD (20 micron) column

6.1: hydrogen / palladium 10% on activated carbon / ethanol / 7 h / 20 °C / 3102.97 Torr / Parr shaker

7.1: benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine / tetrahydrofuran / 16 h / 20 °C / Inert atmosphere

8.1: trifluoroacetic acid / dichloromethane / Cooling with ice

9.1: N-ethyl-N,N-diisopropylamine; HATU / N,N-dimethyl-formamide / 5 h / 20 °C / Inert atmosphere

10.1: isopropyl alcohol / 2 h / 20 °C

With Lawessons reagent; hydrogenchloride; formic acid; water; hydrogen; sodium carbonate; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; HATU; trifluoroacetic acid; palladium 10% on activated carbon; toluene-4-sulfonic acid; In tetrahydrofuran; methanol; ethanol; dichloromethane; water; N,N-dimethyl-formamide; isopropyl alcohol; toluene; acetonitrile;

Reference yield:

(R)-3-amino-2,3,4,5-tetrahydro-1H-[1]-benzazepin-2-one (137036-55-6) → 4-chloro-N-[1-[[(4R)-5,6-dihydro-4H-imidazo[1,2-a][1]benzazepin-4-yl]carbamoyl]cyclopropyl]benzamide 4-methylbenzenesulfonic acid salt (1310816-82-0)

Guidance literature:

Multi-step reaction with 7 steps

1.1: sodium carbonate / water; acetonitrile / 4 h / 20 °C

2.1: Lawessons reagent / toluene / 2.5 h / 100 °C / Inert atmosphere

3.1: toluene-4-sulfonic acid / dichloromethane / 49 h / 20 °C / Industry scale

4.1: formic acid / 1.33 h / 95 °C / Industry scale

4.2: pH 7

4.3: Chiralpak AD (20 micron) column

5.1: hydrogen / palladium 10% on activated carbon / ethanol / 7 h / 20 °C / 3102.97 Torr / Parr shaker

6.1: 2,4,6-tripropyl-1,3,5,2,4,6-trioxatriphosphinane-2,4,6-trioxide; triethylamine / dichloromethane / -20 - 20 °C

7.1: isopropyl alcohol / 2 h / 20 °C

With Lawessons reagent; formic acid; hydrogen; sodium carbonate; 2,4,6-tripropyl-1,3,5,2,4,6-trioxatriphosphinane-2,4,6-trioxide; triethylamine; palladium 10% on activated carbon; toluene-4-sulfonic acid; In ethanol; dichloromethane; water; isopropyl alcohol; toluene; acetonitrile;

upstream raw materials:

3-(2-bromophenyl)propionic acid

4-Chloro-N-[1-[[(4R)-5,6-dihydro-4H-imidazo[1,2-a][1]benzazepin-4-yl]carbamoyl]cyclopropyl]benzamide

toluene-4-sulfonic acid

4-chloro-benzoyl chloride