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885340-12-5

885340-12-5

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

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  • 885340-12-5 1-[3-(Benzoyloxy)propyl]-2,3-dihydro-5-[(2R)-2-[[2-[2-(2,2,2-trifluoroethoxy)phenoxy]ethyl]amino]propyl]-1H-indole-7-carbonitrile ethanedioate

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

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885340-12-5 Usage

Uses

(R)-3-(7-Cyano-5-(2-((2-(2-(2,2,2-trifluoroethoxy)phenoxy)ethyl)amino)propyl)indolin-1-yl)propyl benzoate Oxalate is an oxalate salt form of 7-Descarboxamido, 7-Cyano (R)-Silodosin O-Benzoate (C824420), which is a silodosin intermediate. Silodosin (S465000) is an α1a-adrenoceptor antagonist. It is used in treatment of benign prostatic hypertrophy.

Check Digit Verification of cas no

The CAS Registry Mumber 885340-12-5 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 8,8,5,3,4 and 0 respectively; the second part has 2 digits, 1 and 2 respectively.
Calculate Digit Verification of CAS Registry Number 885340-12:
(8*8)+(7*8)+(6*5)+(5*3)+(4*4)+(3*0)+(2*1)+(1*2)=185
185 % 10 = 5
So 885340-12-5 is a valid CAS Registry Number.

885340-12-5SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 13, 2017

Revision Date: Aug 13, 2017

1.Identification

1.1 GHS Product identifier

Product name 3-[7-cyano-5-[(2R)-2-[2-[2-(2,2,2-trifluoroethoxy)phenoxy]ethylamino]propyl]-2,3-dihydroindol-1-yl]propyl benzoate,oxalic acid

1.2 Other means of identification

Product number -
Other names 3-{7-cyano-5-[(2R)-2-({2-[2-(2,2,2-trifluoroethoxy)phenoxy]ethyl}amino)propyl]-2,3-dihydro-1H-indol-1-yl} benzoate monooxalic acid salt

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

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Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:885340-12-5 SDS

885340-12-5Synthetic route

2,3-dihydro-1-[3-(benzoyloxy)propyl]-5-[(2R)-2-[[2-[(2,2,2-trifluoroethoxy)phenoxy]ethyl]amino]propyl]-1H-indole-7-carbonitrile
885340-11-4

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

oxalic acid
144-62-7

oxalic acid

(2R)-3-(7-cyano-5-(2-((2-(2-(2,2,2-trifluoroethoxy)phenoxy)ethyl)amino)propyl)-2,3-dihydro-1H-indol-1-yl)propyl benzoate oxalate
885340-12-5

(2R)-3-(7-cyano-5-(2-((2-(2-(2,2,2-trifluoroethoxy)phenoxy)ethyl)amino)propyl)-2,3-dihydro-1H-indol-1-yl)propyl benzoate oxalate

Conditions
ConditionsYield
In water; isopropyl alcohol Large scale;85%
In water; isopropyl alcohol
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]-1-[3-(benzoyloxy)propyl]-2,3-dihydro-1H-indol-7-carbonitrile (2R,3R)-2,3-dihydroxybutanedioate salt

(2R)-3-(7-cyano-5-(2-((2-(2-(2,2,2-trifluoroethoxy)phenoxy)ethyl)amino)propyl)-2,3-dihydro-1H-indol-1-yl)propyl benzoate oxalate
885340-12-5

(2R)-3-(7-cyano-5-(2-((2-(2-(2,2,2-trifluoroethoxy)phenoxy)ethyl)amino)propyl)-2,3-dihydro-1H-indol-1-yl)propyl benzoate oxalate

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: sodium carbonate / water; ethyl acetate / 2 h / Large scale
2: magnesium sulfate / dichloromethane / Large scale
3: sodium tetrahydroborate; ethanol / Large scale
4: water; isopropyl alcohol / Large scale
View Scheme
Multi-step reaction with 2 steps
1.1: sodium hydroxide / dichloromethane; water / 10 °C / pH 11
2.1: sodium carbonate / tert-butyl alcohol / Reflux
2.2: 2 h / 20 °C
View Scheme
5-[(2R)-2-aminopropyl]-2,3-dihydro-1-[3-(benzoyloxy)propyl]-1H-indole-7-carbonitrile
239463-72-0

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

(2R)-3-(7-cyano-5-(2-((2-(2-(2,2,2-trifluoroethoxy)phenoxy)ethyl)amino)propyl)-2,3-dihydro-1H-indol-1-yl)propyl benzoate oxalate
885340-12-5

(2R)-3-(7-cyano-5-(2-((2-(2-(2,2,2-trifluoroethoxy)phenoxy)ethyl)amino)propyl)-2,3-dihydro-1H-indol-1-yl)propyl benzoate oxalate

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: magnesium sulfate / dichloromethane / Large scale
2: sodium tetrahydroborate; ethanol / Large scale
3: water; isopropyl alcohol / Large scale
View Scheme
(2R)-3-(7-cyano-5-(2-(2-(2-(2,2,2-trifluoroethoxy)phenoxy)ethylideneamino)propyl)-2,3-dihydro-1H-indol-1-yl)propyl benzoate

(2R)-3-(7-cyano-5-(2-(2-(2-(2,2,2-trifluoroethoxy)phenoxy)ethylideneamino)propyl)-2,3-dihydro-1H-indol-1-yl)propyl benzoate

(2R)-3-(7-cyano-5-(2-((2-(2-(2,2,2-trifluoroethoxy)phenoxy)ethyl)amino)propyl)-2,3-dihydro-1H-indol-1-yl)propyl benzoate oxalate
885340-12-5

(2R)-3-(7-cyano-5-(2-((2-(2-(2,2,2-trifluoroethoxy)phenoxy)ethyl)amino)propyl)-2,3-dihydro-1H-indol-1-yl)propyl benzoate oxalate

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: sodium tetrahydroborate; ethanol / Large scale
2: water; isopropyl alcohol / Large scale
View Scheme
5-[(2R)-2-aminopropyl]-2,3-dihydro-1-[3-(benzoyloxy)propyl]-1H-indole-7-carbonitrile
239463-72-0

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

oxalic acid
144-62-7

oxalic acid

1-(2-methanesulfonyloxyethoxy)-2-(2,2,2-trifluoroethoxy)benzene
160969-03-9

1-(2-methanesulfonyloxyethoxy)-2-(2,2,2-trifluoroethoxy)benzene

(2R)-3-(7-cyano-5-(2-((2-(2-(2,2,2-trifluoroethoxy)phenoxy)ethyl)amino)propyl)-2,3-dihydro-1H-indol-1-yl)propyl benzoate oxalate
885340-12-5

(2R)-3-(7-cyano-5-(2-((2-(2-(2,2,2-trifluoroethoxy)phenoxy)ethyl)amino)propyl)-2,3-dihydro-1H-indol-1-yl)propyl benzoate oxalate

Conditions
ConditionsYield
Stage #1: 5-[(2R)-2-aminopropyl]-2,3-dihydro-1-[3-(benzoyloxy)propyl]-1H-indole-7-carbonitrile; 1-(2-methanesulfonyloxyethoxy)-2-(2,2,2-trifluoroethoxy)benzene With sodium carbonate In tert-butyl alcohol Reflux;
Stage #2: oxalic acid In water; isopropyl alcohol at 20℃; for 2h;
(2R)-3-(7-cyano-5-(2-((2-(2-(2,2,2-trifluoroethoxy)phenoxy)ethyl)amino)propyl)-2,3-dihydro-1H-indol-1-yl)propyl benzoate oxalate
885340-12-5

(2R)-3-(7-cyano-5-(2-((2-(2-(2,2,2-trifluoroethoxy)phenoxy)ethyl)amino)propyl)-2,3-dihydro-1H-indol-1-yl)propyl benzoate oxalate

1-(3-hydroxypropyl)-5-[(2R)-2-({2-[2-(2,2,2-trifluoroethoxy)phenoxy]ethyl}amino)propyl]-2,3-dihydro-1H-indole-7-carbonitrile
885340-13-6

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

Conditions
ConditionsYield
With potassium hydroxide In methanol; water at 20℃; Large scale;97%
With potassium hydroxide; water In methanol at 20℃;

885340-12-5Relevant articles and documents

Improved Preparation of Silodosin

Liu, Hui,Lv, Fei,Liu, Yuan

, p. 287 - 293 (2019/05/17)

-

INDOLINE COMPOUND AND PROCESS FOR PRODUCING THE SAME

-

Page/Page column 11-12, (2010/11/08)

A process for industrially producing silodosin, which is a therapeutic agent for urination disorders accompanying prostatic hypertrophy. The process for silodosin production is characterized by mixing 3-{7-cyano-5-[(2R)-2-({2-[2-(2,2,2-trifluoroethoxy)phenoxy]ethyl}amino)propyl]-2,3-dihydro-1H-indol-1-yl}propyl benzoate with oxalic acid to yield an oxalate, subsequently hydrolyzing the oxalate to yield 1-(3-hydroxypropyl)-5-[(2R)-2-({2-[2-(2,2,2-trifluoro-ethoxy)phenoxy]ethyl}amino)propyl]-2,3-dihydro-1H-indole-7-carbonitrile, and hydrolyzing it. Also provided is an intermediate for use in the production.

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