5-[(2R)-2-Aminopropyl]-1-[3-(benzoyloxy)propyl]-2,3-dihydro-7-carbonitrile-1H-indole

Base Information

• Chemical Name: 5-[(2R)-2-Aminopropyl]-1-[3-(benzoyloxy)propyl]-2,3-dihydro-7-carbonitrile-1H-indole
• CAS No.: 239463-72-0
• Molecular Formula: C22H25N3O2
• Molecular Weight: 363.459
• Mol file: 239463-72-0.mol

Synonyms:phenyl 2-pyridylthio ketone;benzoic acid 2-pyridylthio ester;thiobenzoic acid S-pyridin-2-yl ester;S-2-pyridyl 4-thiobenzoate;S-(2-pyridyl) benzothioate;1-(3-benzoyloxypropyl)-7-cyano-5-(2R-aminopropyl)-2,3-dihydroindole;benzoic acid 3-[5(R)-(2-amino-propyl)-7-cyano-2,3-dihydro-indol-1-yl]-propyl ester;3-{7-cyano-5-[(2R)-2-aminopropyl]-2,3-dihydro-1H-indole-1-yl}propylbenzoate;S-(2-pyridinyl) benzenecarbothioate;(R)-3-[5-(2-aminopropyl)-7-cyano-2,3-dihydro-1H-indol-1-yl]propyl benzoate;S-2-pyridyl benzoylthioate;S-2-pyridyl benzenecarbothioate;

Chemical Property of 5-[(2R)-2-Aminopropyl]-1-[3-(benzoyloxy)propyl]-2,3-dihydro-7-carbonitrile-1H-indole

Chemical Property:

• Boiling Point: 567.4±50.0 °C(Predicted)
• PKA: 9.65±0.10(Predicted)
• PSA: 79.35000
• Density: 1.20±0.1 g/cm3(Predicted)
• LogP: 3.82288

Purity/Quality:

99% ^*data from raw suppliers

5-[(2R)-2-AMINOPROPYL]-1-[3-(BENZOYLOXY)PROPYL]-2,3-DIHYDRO-1H-INDOLE-7-CARBONITRILE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 5-[(2R)-2-Aminopropyl]-1-[3-(benzoyloxy)propyl]-2,3-dihydro-7-carbonitrile-1H-indole

There total 88 articles about 5-[(2R)-2-Aminopropyl]-1-[3-(benzoyloxy)propyl]-2,3-dihydro-7-carbonitrile-1H-indole 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: 100.0%

(x)C4H6O6*C22H25N3O2 → 5-[(2R)-2-aminopropyl]-2,3-dihydro-1-[3-(benzoyloxy)propyl]-1H-indole-7-carbonitrile (239463-72-0,1201180-97-3)

Guidance literature:

With sodium carbonate; In water; pH=8 - 9; Product distribution / selectivity;

Reference yield: 99.0%

5-[(2R)-2-aminopropyl]-1-[3-(benzoyloxy)propyl]-2,3-dihydro-1H-indol-7-carbonitrile (2R,3R)-2,3-dihydroxybutanedioate salt (239463-85-5) → 5-[(2R)-2-aminopropyl]-2,3-dihydro-1-[3-(benzoyloxy)propyl]-1H-indole-7-carbonitrile (239463-72-0,1201180-97-3)

Guidance literature:

With sodium carbonate; In water; ethyl acetate; for 2h; Large scale;

Reference yield: 97.3%

C22H23N3O5 → 5-[(2R)-2-aminopropyl]-2,3-dihydro-1-[3-(benzoyloxy)propyl]-1H-indole-7-carbonitrile (239463-72-0,1201180-97-3)

Guidance literature:

With palladium 10% on activated carbon; In methanol; at 50 ℃; for 6h; under 3750.38 Torr;

upstream raw materials:

1-indoline

benzoic acid

1-(3-benzoyloxypropyl)-5-(2-nitro-1-propenyl)-2,3-dihydroindole

1-(3-benzoyloxypropyl)-5-(2-nitropropyl)-2,3-dihydroindole

Downstream raw materials:

2,3-dihydro-1-[3-(benzoyloxy)propyl]-5-[(2R)-2-[[2-[(2,2,2-trifluoroethoxy)phenoxy]ethyl]amino]propyl]-1H-indole-7-carbonitrile

silodosin

1-(3-hydroxypropyl)-5-[(2R)-2-({2-[2-(2,2,2-trifluoroethoxy)phenoxy]ethyl}amino)propyl]-2,3-dihydro-1H-indole-7-carbonitrile

5-[(2R)-2-aminopropyl]-1-[3-(benzoyloxy)propyl]-2,3-dihydro-1H-indol-7-carbonitrile (2R,3R)-2,3-dihydroxybutanedioate salt

Refernces

• 1、 -. "Preparation method of silodosin". Paragraph 0053; 0058; 0077; 0080. . Retrieved 2020/10/21.
• 2、 -. "Preparation method of silodosin intermediate". . . Retrieved 2019/04/17.