945865-21-4 Usage
Molecular structure
The compound consists of a pyrrolo[2,3-b]pyridine ring system with a carboxylic acid group and an ethyl ester group attached to it. The pyrrolo[2,3-b]pyridine ring is a fusion of a pyrrole and a pyridine ring, with the pyrrole ring being a five-membered nitrogen-containing ring and the pyridine ring being a six-membered nitrogen-containing ring. The carboxylic acid group is attached to the second carbon of the pyrrolo[2,3-b]pyridine ring, and the ethyl ester group is attached to the fourth carbon of the same ring.
Functional groups
The compound contains a carboxylic acid group (-COOH) and an ethyl ester group (-COOEt). The carboxylic acid group is an acidic functional group with a hydrogen-bond donating ability, while the ethyl ester group is a non-polar functional group that is derived from the reaction of a carboxylic acid with an alcohol (ethanol in this case).
Substituents
The compound has a 1,3,2-dioxaborolan-2-yl group attached to the fourth carbon of the pyrrolo[2,3-b]pyridine ring. This group is a cyclic boron-containing ester that is used as a protecting group for alcohols and other functional groups in organic synthesis.
Physical properties
The compound is a solid with a melting point of 160-162°C. It is soluble in common organic solvents such as dichloromethane, ethyl acetate, and methanol.
Chemical properties
The compound can undergo various chemical reactions, including ester hydrolysis, amide formation, and cross-coupling reactions. The 1,3,2-dioxaborolan-2-yl group can be removed under certain reaction conditions to reveal the free alcohol group.
Synthesis
The compound can be synthesized through a multi-step process involving the reaction of the corresponding pyrrolo[2,3-b]pyridine carboxylic acid with ethanol in the presence of a coupling reagent and a Lewis acid catalyst. The 1,3,2-dioxaborolan-2-yl group can be introduced by reacting the corresponding alcohol with 2,2-dimethoxypropane and boron trifluoride diethyl etherate.
Applications
The compound is commonly used as a building block in the synthesis of pharmaceutical compounds and other organic molecules. It has potential use in medicinal chemistry and drug discovery, as well as in the development of new materials and compounds for various industrial applications.
Check Digit Verification of cas no
The CAS Registry Mumber 945865-21-4 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 9,4,5,8,6 and 5 respectively; the second part has 2 digits, 2 and 1 respectively.
Calculate Digit Verification of CAS Registry Number 945865-21:
(8*9)+(7*4)+(6*5)+(5*8)+(4*6)+(3*5)+(2*2)+(1*1)=214
214 % 10 = 4
So 945865-21-4 is a valid CAS Registry Number.
945865-21-4Relevant articles and documents
Pyrrolo [2,3,B] Pyridine Derivatives Useful As RAF Kinase Inhibitors
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Page/Page column 19, (2009/01/24)
The present invention provides pyrrolo pyridine compounds, compositions containing the same, as well as processes for the preparation and their use as pharmaceutical agents.
INHIBITORS OF Akt ACTIVITY
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Page/Page column 96-97, (2010/11/27)
Invented are novel thiophene compounds, the use of such compounds as inhibitors of protein kinase B activity and in the treatment of cancer and arthritis.
