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1H-Pyrrolo[2,3-b]pyridine, 3-bromo-1-[(1,1-dimethylethyl)dimethylsilyl]- **3-bromo-1-[(1,1-dimethylethyl)dimethylsilyl]-1H-pyrrolo[2,3-b]pyridine** (also referred to as TBDMS-protected 3-bromo-7-azaindole) serves as a key intermediate in palladium-catalyzed cross-coupling reactions with Reformatsky reagents, enabling the synthesis of diverse 2-(7-azaindolyl)carboxylic esters. After deprotection, these esters yield functionalized 7-azaindole derivatives, demonstrating its utility in constructing arylated and heteroarylated scaffolds.

226085-15-0

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226085-15-0 Usage

Molecular Structure

1H-Pyrrolo[2,3-b]pyridine core with a bromine atom attached at position 3, and a 1-tert-butyldimethylsilyl group.

Usage

Building block in organic synthesis and medicinal chemistry for the preparation of biologically active molecules and pharmaceuticals.

Protective Group

Tert-butyldimethylsilyl group provides protection for reactive functional groups during synthetic reactions.

Versatility

A valuable reagent in chemical research and drug discovery due to its protective properties.

Functionalization Site

Bromine atom allows for further functionalization, enabling modification and diversification of the compound's chemical properties.

Check Digit Verification of cas no

The CAS Registry Mumber 226085-15-0 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 2,2,6,0,8 and 5 respectively; the second part has 2 digits, 1 and 5 respectively.
Calculate Digit Verification of CAS Registry Number 226085-15:
(8*2)+(7*2)+(6*6)+(5*0)+(4*8)+(3*5)+(2*1)+(1*5)=120
120 % 10 = 0
So 226085-15-0 is a valid CAS Registry Number.
InChI:InChI=1/C13H19BrN2Si/c1-13(2,3)17(4,5)16-9-11(14)10-7-6-8-15-12(10)16/h6-9H,1-5H3

226085-15-0SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 20, 2017

Revision Date: Aug 20, 2017

1.Identification

1.1 GHS Product identifier

Product name piperidin-4-yl acetate,2,2,2-trifluoroacetic acid

1.2 Other means of identification

Product number -
Other names Acetic acid piperidin-4-yl ester trifluoro-acetic acid

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:226085-15-0 SDS

226085-15-0Downstream Products

226085-15-0Relevant academic research and scientific papers

Synthesis of 3-aryl- and 3-heteroaryl-7-azaindoles

Alvarez, Mercedes,Fernández, David,Joule, John A.

, p. 615 - 620 (1999)

The synthesis of 1-protected 3-trimethylstannyl-7-azaindoles and their coupling with aryl and heteroaryl halides is described.

Palladium-catalyzed cross-coupling between 7-azaindoles and reformatsky reagents

Barl, Nadja M.,Malakhov, Vladimir,Mathes, Christian,Lustenberger, Philipp,Knochel, Paul

, p. 692 - 700 (2015)

The preparation of various 2-(7-azaindolyl)carboxylic esters by Pd-catalyzed coupling of Reformatsky reagents with TBDMS-protected 3-bromo-7-azaindoles leading to a wide range of arylated ester derivatives is reported. After removal of the protecting group, the corresponding free 2-(7-azaindolyl)carboxylic esters are obtained in satisfactory yields.

PYRIDINONYL PDK1 INHIBITORS

-

Page/Page column 72, (2008/06/13)

The present invention provides pyridinonyl PDKl inhibitors and methods of treating cancer using the same.

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