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

Base Information

• Chemical Name: 4-chloro-N-[1-[[(4R)-5,6-dihydro-4H-imidazo[1,2-a][1]benzazepin-4-yl]carbamoyl]cyclopropyl]benzamide hydrochloride
• CAS No.: 1310816-87-5
• Molecular Formula: C₂₃H₂₁ClN₄O₂*ClH
• Molecular Weight: 457.359
• Mol file: 1310816-87-5.mol

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

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

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 hydrochloride

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 hydrochloride 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: 85.0%

4-Chloro-N-[1-[[(4R)-5,6-dihydro-4H-imidazo[1,2-a][1]benzazepin-4-yl]carbamoyl]cyclopropyl]benzamide (1310816-21-7) → 4-chloro-N-[1-[[(4R)-5,6-dihydro-4H-imidazo[1,2-a][1]benzazepin-4-yl]carbamoyl]cyclopropyl]benzamide hydrochloride (1310816-87-5)

Guidance literature:

With hydrogenchloride; In methanol; diethyl ether; Cooling with ice;

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 hydrochloride (1310816-87-5)

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: hydrogenchloride / methanol; diethyl ether / Cooling with ice

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; diethyl ether; ethanol; dichloromethane; water; N,N-dimethyl-formamide; 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 hydrochloride (1310816-87-5)

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: hydrogenchloride / methanol; diethyl ether / Cooling with ice

With Lawessons reagent; hydrogenchloride; 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 methanol; diethyl ether; ethanol; dichloromethane; water; toluene; acetonitrile;

upstream raw materials:

3-(2-bromophenyl)propionic acid

4-chloro-benzoyl chloride

(R)-3-amino-2,3,4,5-tetrahydro-1H-[1]-benzazepin-2-one

((R)-2-oxo-2,3,4,5-tetrahydro-1H-benzo[b]azepin-3-yl)carbamic acid tert-butyl ester