5-Chloro-2-((R)-5-Methyl-[1,4]diazepan-1-yl)benzooxazole hydrochloride

Base Information

• Chemical Name: 5-Chloro-2-((R)-5-Methyl-[1,4]diazepan-1-yl)benzooxazole hydrochloride
• CAS No.: 1266664-66-7
• Molecular Formula: C13H17Cl2N3O
• Molecular Weight: 302.203
• Hs Code.: 2933998090
• Mol file: 1266664-66-7.mol

Synonyms:5-Chloro-2-((R)-5-Methyl-[1,4]diazepan-1-yl)benzooxazole hydrochloride;Suvorexant Intermediate V;(R)-5-Chloro-2-(5-methyl-[1,4]diazepan-1-yl)-benzoxazole hydrochloride

Chemical Property of 5-Chloro-2-((R)-5-Methyl-[1,4]diazepan-1-yl)benzooxazole hydrochloride

Chemical Property:

• Vapor Pressure: 0-25Pa at 20-70℃
• PSA: 41.30000
• Density: 1.369 at 20.5℃
• LogP: 3.86520

Purity/Quality:

99%min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 5-Chloro-2-((R)-5-Methyl-[1,4]diazepan-1-yl)benzooxazole hydrochloride

There total 1 articles about 5-Chloro-2-((R)-5-Methyl-[1,4]diazepan-1-yl)benzooxazole 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:

5-chloro-2-mercaptobenzoxazole (22876-19-3) → 5-chloro-2-((R)-5-methyl-[1,4]diazepan-1-yl)benzooxazole hydrochloride (1266664-66-7)

Guidance literature:

Multi-step reaction with 3 steps

1.1: oxalyl dichloride / N,N-dimethyl-formamide / dichloromethane / 1.75 h / 25 °C / Industry scale

1.2: 2.5 h / 10 - 20 °C

1.3: 10 h / 20 °C

2.1: tetrahydrofuran / 25 - 60 °C / Industry scale

3.1: potassium carbonate / dichloromethane; water / -5 - 20 °C / Industry scale; Inert atmosphere

3.2: 16.5 h / -10 - -5 °C

3.3: 0 °C / pH > 11

With oxalyl dichloride; potassium carbonate; N,N-dimethyl-formamide; In tetrahydrofuran; dichloromethane; water;

Reference yield: 91.0%

2-(2H-1,2,3-triazol-2-yl)-5-methylbenzoic acid (956317-36-5) + 5-chloro-2-((R)-5-methyl-[1,4]diazepan-1-yl)benzooxazole hydrochloride (1266664-66-7) → Suvorexant (1030377-33-3)

Guidance literature:

With 4-methyl-morpholine; 1-hydroxy-7-aza-benzotriazole; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In N,N-dimethyl-formamide; at 20 ℃; for 3h;

DOI:10.1016/j.tetlet.2021.153014

Reference yield:

5-methyl-2-(2Η-1,2,3-triazol-2-yl)benzoyl chloride (1104546-96-4) + 5-chloro-2-((R)-5-methyl-[1,4]diazepan-1-yl)benzooxazole hydrochloride (1266664-66-7) → Suvorexant (1030377-33-3)

Guidance literature:

With potassium carbonate; In Isopropyl acetate; water; at 0 ℃; for 1.25h; Inert atmosphere;

DOI:10.1021/ol3014123

upstream raw materials:

5-chloro-2-mercaptobenzoxazole

Downstream raw materials:

Suvorexant

Refernces