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57415-36-8

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  • 2,5-BIS(2,2,2-TRIFLUOROETHOXY)-N-(PYRIDIN-2-YLMETHYL)BENZAMIDE; N-((PYRIDIN-2-YL)METHYL)-2,5-BIS(2,2,2-TRIFLUOROETHOXY)BENZAMIDE; FLECAINIDE IMPURITY

    Cas No: 57415-36-8

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  • Hangzhou Fandachem Co.,Ltd
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57415-36-8 Usage

Description

N-(2-pyridylmethyl)-2,5-bis(2,2,2-trifluoroethoxy)benzamide is a complex organic compound characterized by its white solid appearance. It is an impurity in the synthesis of Flecainide, a medication used to treat certain types of abnormal heart rhythms. N-(2-pyridylmethyl)-2,5-bis(2,2,2-trifluoroethoxy)benzamide is also utilized as a novel intermediate in the preparation of Flecainide, contributing to the development of pharmaceuticals for cardiovascular applications.

Uses

Used in Pharmaceutical Industry:
N-(2-pyridylmethyl)-2,5-bis(2,2,2-trifluoroethoxy)benzamide is used as an intermediate in the synthesis of Flecainide for the treatment of abnormal heart rhythms. Its role in the production process is crucial for creating an effective medication that can help manage and regulate heart conditions.
Used in Chemical Research:
As an impurity in the synthesis of Flecainide, N-(2-pyridylmethyl)-2,5-bis(2,2,2-trifluoroethoxy)benzamide is also used in chemical research to study the properties and behavior of complex organic compounds. This can lead to advancements in the understanding of chemical reactions and the development of new pharmaceutical compounds.
Used in Drug Development:
N-(2-pyridylmethyl)-2,5-bis(2,2,2-trifluoroethoxy)benzamide is used as a novel intermediate in the preparation of Flecainide, which is an essential component in the development of new drugs for cardiovascular conditions. Its application in drug development can potentially lead to the creation of more effective medications with fewer side effects.

Check Digit Verification of cas no

The CAS Registry Mumber 57415-36-8 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 5,7,4,1 and 5 respectively; the second part has 2 digits, 3 and 6 respectively.
Calculate Digit Verification of CAS Registry Number 57415-36:
(7*5)+(6*7)+(5*4)+(4*1)+(3*5)+(2*3)+(1*6)=128
128 % 10 = 8
So 57415-36-8 is a valid CAS Registry Number.
InChI:InChI=1/C17H14F6N2O3/c18-16(19,20)9-27-12-4-5-14(28-10-17(21,22)23)13(7-12)15(26)25-8-11-3-1-2-6-24-11/h1-7H,8-10H2,(H,25,26)

57415-36-8SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 19, 2017

Revision Date: Aug 19, 2017

1.Identification

1.1 GHS Product identifier

Product name N-(pyridin-2-ylmethyl)-2,5-bis(2,2,2-trifluoroethoxy)benzamide

1.2 Other means of identification

Product number -
Other names EINECS 260-729-7

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

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

More Details:57415-36-8 SDS

57415-36-8Synthetic route

(2-aminomethylpyridine)
3731-51-9

(2-aminomethylpyridine)

2,5-bis(2,2,2-trifluoroethoxy)-α,α-dibromo-α-chloroacetophenone
389082-83-1

2,5-bis(2,2,2-trifluoroethoxy)-α,α-dibromo-α-chloroacetophenone

2,5-bis(2,2,2-trifluoroethoxy)-N-(pyridin-2-ylmethyl)-benzamide
57415-36-8

2,5-bis(2,2,2-trifluoroethoxy)-N-(pyridin-2-ylmethyl)-benzamide

Conditions
ConditionsYield
In hexane; toluene93.4%
(2-aminomethylpyridine)
3731-51-9

(2-aminomethylpyridine)

2,5-bis(2,2,2-trifluoroethoxy)benzoic acid chloride
50778-59-1

2,5-bis(2,2,2-trifluoroethoxy)benzoic acid chloride

2,5-bis(2,2,2-trifluoroethoxy)-N-(pyridin-2-ylmethyl)-benzamide
57415-36-8

2,5-bis(2,2,2-trifluoroethoxy)-N-(pyridin-2-ylmethyl)-benzamide

Conditions
ConditionsYield
With triethylamine In water; benzene
(2-aminomethylpyridine)
3731-51-9

(2-aminomethylpyridine)

C14H12F6O6

C14H12F6O6

2,5-bis(2,2,2-trifluoroethoxy)-N-(pyridin-2-ylmethyl)-benzamide
57415-36-8

2,5-bis(2,2,2-trifluoroethoxy)-N-(pyridin-2-ylmethyl)-benzamide

Conditions
ConditionsYield
In ethyl acetate at 15 - 25℃; for 1h;
(2-aminomethylpyridine)
3731-51-9

(2-aminomethylpyridine)

2,5-di-(2,2,2-trifluoroethoxy)benzoic acid
35480-52-5

2,5-di-(2,2,2-trifluoroethoxy)benzoic acid

2,5-bis(2,2,2-trifluoroethoxy)-N-(pyridin-2-ylmethyl)-benzamide
57415-36-8

2,5-bis(2,2,2-trifluoroethoxy)-N-(pyridin-2-ylmethyl)-benzamide

Conditions
ConditionsYield
Stage #1: 2,5-di-(2,2,2-trifluoroethoxy)benzoic acid With pivaloyl chloride; triethylamine In dichloromethane; N,N-dimethyl acetamide at -30 - -20℃;
Stage #2: 2-(Aminomethyl)pyridine In dichloromethane; N,N-dimethyl acetamide at -20℃; for 2h;
Stage #3: With sodium carbonate In dichloromethane; N,N-dimethyl acetamide; water Product distribution / selectivity;
Stage #1: 2,5-di-(2,2,2-trifluoroethoxy)benzoic acid With chloroformic acid ethyl ester; triethylamine In dichloromethane; N,N-dimethyl acetamide at -30 - -20℃;
Stage #2: 2-(Aminomethyl)pyridine In dichloromethane; N,N-dimethyl acetamide at -20℃; for 2h;
Stage #3: With sodium carbonate In dichloromethane; N,N-dimethyl acetamide; water Product distribution / selectivity;
Stage #1: 2,5-di-(2,2,2-trifluoroethoxy)benzoic acid With pivaloyl chloride; triethylamine In dichloromethane; N,N-dimethyl-formamide at -30 - -20℃;
Stage #2: 2-(Aminomethyl)pyridine In dichloromethane; N,N-dimethyl acetamide at -20℃; for 2h;
Stage #3: With sodium carbonate In dichloromethane; water; N,N-dimethyl-formamide Product distribution / selectivity;
Stage #1: 2,5-di-(2,2,2-trifluoroethoxy)benzoic acid With 4-methyl-morpholine; pivaloyl chloride In dichloromethane; N,N-dimethyl acetamide at -30 - -20℃;
Stage #2: 2-(Aminomethyl)pyridine In dichloromethane; N,N-dimethyl acetamide at -20℃; for 2h;
Stage #3: With sodium carbonate In dichloromethane; N,N-dimethyl acetamide; water Product distribution / selectivity;
2,5-bis(2,2,2-trifluoroethoxy)-N-(pyridin-2-ylmethyl)-benzamide
57415-36-8

2,5-bis(2,2,2-trifluoroethoxy)-N-(pyridin-2-ylmethyl)-benzamide

flecainide acetate
54143-56-5

flecainide acetate

Conditions
ConditionsYield
Pt-C In acetic acid89%
2,5-bis(2,2,2-trifluoroethoxy)-N-(pyridin-2-ylmethyl)-benzamide
57415-36-8

2,5-bis(2,2,2-trifluoroethoxy)-N-(pyridin-2-ylmethyl)-benzamide

acetic acid
64-19-7

acetic acid

flecainide acetate
54143-56-5

flecainide acetate

Conditions
ConditionsYield
Stage #1: 2,5-bis(2,2,2-trifluoroethoxy)-N-(pyridin-2-ylmethyl)-benzamide With hydrogen; acetic acid; palladium 10% on activated carbon; platinum on carbon at 69 - 72℃; under 2925.29 - 4425.44 Torr; for 5h;
Stage #2: With sodium hydroxide In water pH=13 - 14;
Stage #3: acetic acid In ethyl acetate at 31℃;
86%

57415-36-8Downstream Products

57415-36-8Relevant articles and documents

Process for the preparation of 2,5-bis-(2,2,2-trifluoroethoxy)-N-(2-piperidylmethyl)-benzamide and salts thereof

-

Page/Page column 4; 7, (2008/12/04)

A process for the preparation of Flecainide acetate, its salts, in particular its pharmaceutically acceptable salts, and intermediates thereof is described wherein 2,5-dibromotoluene is used as a starting material. The method involves a technique for preparing the starting material 2,5-bis(2,2,2-trifluroethoxy)toluene in high yields by reacting 2,5-dibromotoluene with 2,2,2-trifluoroethanol in the presence of a base and a copper-containing catalyst.

α,α-dibromo-α-chloro-acetophenones as synthons

-

, (2008/06/13)

This disclosure relates to the use of α,α-dibromo-α-chloroacetophenone compounds as intermediates for the preparation of aromatic carbonyl compounds, especially aromatic amides. The compound 2,5-bis(2,2,2-trifluoroethoxy)-α,α-dibromo-α-chloroacetophenone is especially useful as an intermediate for the preparation of flecainide, a known pharmaceutical.

Process for the preparation of derivatives of piperidine

-

, (2008/06/13)

Processes for the preparation of the antiarrhythmic agent 2,5-bis(2,2,2-trifluoroethoxy)-N-(2-piperidylmethyl)benzamide.

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