2,2-dimethylpropionic acid 7-chloro-1-(4-amino-2-methylbenzoyl)-2,3,4,5-tetrahydro-1H-benzo[b]azepin-5-yl ester

Base Information

• Chemical Name: 2,2-dimethylpropionic acid 7-chloro-1-(4-amino-2-methylbenzoyl)-2,3,4,5-tetrahydro-1H-benzo[b]azepin-5-yl ester
• CAS No.: 863762-24-7
• Molecular Formula: C₂₃H₂₇ClN₂O₃
• Molecular Weight: 414.932
• Mol file: 863762-24-7.mol

Synonyms:2,2-dimethylpropionic acid 7-chloro-1-(4-amino-2-methylbenzoyl)-2,3,4,5-tetrahydro-1H-benzo[b]azepin-5-yl ester

Chemical Property of 2,2-dimethylpropionic acid 7-chloro-1-(4-amino-2-methylbenzoyl)-2,3,4,5-tetrahydro-1H-benzo[b]azepin-5-yl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2,2-dimethylpropionic acid 7-chloro-1-(4-amino-2-methylbenzoyl)-2,3,4,5-tetrahydro-1H-benzo[b]azepin-5-yl ester

There total 6 articles about 2,2-dimethylpropionic acid 7-chloro-1-(4-amino-2-methylbenzoyl)-2,3,4,5-tetrahydro-1H-benzo[b]azepin-5-yl ester 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: 82.0%

2,2-dimethylpropionic acid 7-chloro-1-(2-methyl-4-nitrobenzoyl)-2,3,4,5-tetrahydro-1H-benzo[b]azepin-5-yl ester (863762-20-3) → 2,2-dimethylpropionic acid 7-chloro-1-(4-amino-2-methylbenzoyl)-2,3,4,5-tetrahydro-1H-benzo[b]azepin-5-yl ester (863762-24-7)

Guidance literature:

With hydrogenchloride; tin(ll) chloride; In ethanol; for 2h; Heating;

DOI:10.1016/j.bmc.2006.05.070

Reference yield:

(rac)-7-chloro-4-oxo-1,2,3,4-tetrahydronaphthalen-1-yl pivalate (804498-94-0) → 2,2-dimethylpropionic acid 7-chloro-1-(4-amino-2-methylbenzoyl)-2,3,4,5-tetrahydro-1H-benzo[b]azepin-5-yl ester (863762-24-7)

Guidance literature:

Multi-step reaction with 6 steps

1: 96 percent / hydroxylamine hydrochloride; sodium acetate / ethanol; H₂O / 2 h / Heating

2: PCl₅ / CH₂Cl₂ / 2 h / 20 °C

3: acetic acid; Zn / 0.5 h / Heating

4: BH₃*THF / tetrahydrofuran / 0.5 h / Heating

5: 98 percent / triethylamine / CH₂Cl₂ / 1 h / 20 °C

6: 82 percent / hydrochloric acid; SnCl₂ / ethanol / 2 h / Heating

With hydrogenchloride; borane-THF; phosphorus pentachloride; hydroxylamine hydrochloride; sodium acetate; acetic acid; triethylamine; tin(ll) chloride; zinc; In tetrahydrofuran; ethanol; dichloromethane; water;

DOI:10.1016/j.bmc.2006.05.070

Reference yield:

2,2-dimethylpropionic acid 7-chloro-2,3,4,5-tetrahydro-1H-benzo[b]azepin-5-yl ester (863762-10-1) → 2,2-dimethylpropionic acid 7-chloro-1-(4-amino-2-methylbenzoyl)-2,3,4,5-tetrahydro-1H-benzo[b]azepin-5-yl ester (863762-24-7)

Guidance literature:

Multi-step reaction with 2 steps

1: 98 percent / triethylamine / CH₂Cl₂ / 1 h / 20 °C

2: 82 percent / hydrochloric acid; SnCl₂ / ethanol / 2 h / Heating

With hydrogenchloride; triethylamine; tin(ll) chloride; In ethanol; dichloromethane;

DOI:10.1016/j.bmc.2006.05.070

upstream raw materials:

2,2-dimethylpropionic acid 7-chloro-1-(2-methyl-4-nitrobenzoyl)-2,3,4,5-tetrahydro-1H-benzo[b]azepin-5-yl ester

(rac)-7-chloro-4-oxo-1,2,3,4-tetrahydronaphthalen-1-yl pivalate

2,2-dimethylpropionic acid 7-chloro-2,3,4,5-tetrahydro-1H-benzo[b]azepin-5-yl ester

2,2-dimethylpropionic acid 4-[(E)-hydroxyimino]-7-chloro-1,2,3,4-tetrahydronaphthalen-1-yl ester

Downstream raw materials:

tolvaptan

Refernces

• 1、 Cordero-Vargas, Alejandro,Quiclet-Sire, Beatrice,Zard, Samir Z.. "A flexible approach for the preparation of substituted benzazepines: Application to the synthesis of tolvaptan". . p. 6165 - 6173. Retrieved 2007/10/03.