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Sodium cyanoacetate (NaOOCCN) serves as a key reagent in palladium-catalyzed decarboxylative coupling reactions with aryl halides or triflates to synthesize α-aryl nitriles. It acts as a source of the nitrile group in the final product, enabling efficient monoarylation with broad functional group tolerance and compatibility with diverse substrates. This method offers advantages such as selectivity, versatility, and accessibility, expanding synthetic routes for biologically relevant intermediates and demonstrating the utility of decarboxylative strategies in organic synthesis.

1071-36-9

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1071-36-9 Usage

Check Digit Verification of cas no

The CAS Registry Mumber 1071-36-9 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 1,0,7 and 1 respectively; the second part has 2 digits, 3 and 6 respectively.
Calculate Digit Verification of CAS Registry Number 1071-36:
(6*1)+(5*0)+(4*7)+(3*1)+(2*3)+(1*6)=49
49 % 10 = 9
So 1071-36-9 is a valid CAS Registry Number.
InChI:InChI=1/C3H3NO2.Na/c4-2-1-3(5)6;/h1H2,(H,5,6);/q;+1/p-1

1071-36-9SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 17, 2017

Revision Date: Aug 17, 2017

1.Identification

1.1 GHS Product identifier

Product name sodium,2-cyanoacetate

1.2 Other means of identification

Product number -
Other names EINECS 213-991-1

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:1071-36-9 SDS

1071-36-9Relevant academic research and scientific papers

Ruthenium-catalyzed aerobic oxidative decarboxylation of amino acids: A green, zero-waste route to biobased nitriles

Claes, Laurens,Verduyckt, Jasper,Stassen, Ivo,Lagrain, Bert,De Vos, Dirk E.

, p. 6528 - 6531 (2015)

Oxidative decarboxylation of amino acids into nitriles was performed using molecular oxygen as terminal oxidant and a heterogeneous ruthenium hydroxide-based catalyst. A range of amino acids was oxidized in very good yield, using water as the solvent. This journal is

Method for synthesizing drug intermediate

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Paragraph 0038; 0039, (2016/10/10)

The invention discloses a method for synthesizing a drug intermediate. Cyano-acetate and 3,5-bis(trifluoromethyl) halogenobenzene are dissolved in a solvent and have a decarboxylation cyanomethylation reaction under the action of a palladium catalyst and an organic phosphorus ligand to obtain 2-(3,5-bis(trifluoromethyl phenyl) acetonitrile, then 2-(3,5-bis(trifluoromethyl phenyl) acetonitrile reacts with a methylation reagent to obtain 2-(3,5-bis(trifluoromethyl phenyl)-2-methyl propanenitrile, and finally cyano groups are converted into carboxyl groups with alkali to obtain the target product. The method for synthesizing the drug intermediate is easy to operate, raw materials are cheap and easy to obtain, synthesis is easy, side reactions do not happen, and the yield is high.

NOVEL TRICYCLIC COMPOUNDS AS INHIBITORS OF MUTANT IDH ENZYMES

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Page/Page column 111, (2016/06/28)

The present invention is directed to tricyclic compounds of formula (I) which are inhibitors of one or more mutant IDH enzymes: (I). The present invention is also directed to uses of the tricyclic compounds described herein in the potential treatment or prevention of cancers in which one or more mutant IDH enzymes are involved. The present invention is also directed to compositions comprising these compounds. The present invention is also directed to uses of these compositions in the potential prevention or treatment of such cancers.

Synthesis method of netupitant intermediates

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Paragraph 0038; 0039, (2016/12/01)

The invention discloses a synthesis method of netupitant intermediates. The method includes the steps of dissolving cyano-acetate and 3,5-bis(trifluoromethylphenyl halide) in solvent, conducting decarboxylation and cyanomethylation reaction under the effect of a palladium catalyst and organophosphorus ligand to obtain 2-(3,5-bistrifluoromethylphenyl)acetonitrile, converting a cyano group into a carboxy group through alkali to obtain 2-(3,5-bistrifluoromethylphenyl)acetic acid, and making 2-(3,5-bistrifluoromethylphenyl)acetic acid react with a methylating agent to obtain a target product. The method is easy to operate, free of side reaction and high in yield, and raw materials are low in price, easy to obtain and easy to synthesize.

Decarboxylation of a Wide Range of Amino Acids with Electrogenerated Hypobromite

Matthessen, Roman,Claes, Laurens,Fransaer, Jan,Binnemans, Koen,De Vos, Dirk E.

, p. 6649 - 6652 (2016/02/19)

Bromide-assisted electrochemical decarboxylation efficiently produces valuable nitriles in high yields from a wide range of naturally occurring amino acids in a single step. Bromide salts are used as both redox mediators and supporting electrolytes in a simple one-compartment setup. As demonstrated for lysine, the selectivity of the decarboxylation can be tuned towards nitriles, amines or amides. An electrochemical system is developed that allows the selective decarboxylation of a wide range of amino acids. Valuable nitriles are obtained in high yields in a single step by using bromide salts as both redox mediators and supporting electrolytes. The product selectivity of lysine can be tuned towards nitriles, amines, or amides.

Synthesis of α-Aryl nitriles through palladium-catalyzed decarboxylative coupling of cyanoacetate salts with aryl halides and triflates

Shang, Rui,Ji, Dong-Sheng,Chu, Ling,Fu, Yao,Liu, Lei

supporting information; experimental part, p. 4470 - 4474 (2011/06/24)

Worth its salt: The palladium-catalyzed decarboxylative coupling of the cyanoacetate salt as well as its mono- and disubstituted derivatives with aryl chlorides, bromides, and triflates is described (see scheme). This reaction is potentially useful for the preparation of a diverse array of α-aryl nitriles and has good functional group tolerance. S-Phos=2-(2,6- dimethoxybiphenyl)dicyclohexylphosphine), Xant-Phos=4,5-bis(diphenylphosphino)- 9,9-dimethylxanthene. Copyright

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