N-[(8S)-4-Amino-6-methyl-5-(3-quinolinyl)-8,9-dihydropyrimido[5,4-b]indolizin-8-yl]acrylamide

Basic Information

View in Editor

CAS Number

1661854-97-2

Molecular Formula

C23H20N6O

Molecular Weight

396.45 g/mol

Chemical Classification

Basic Chemical Raw Materials Organic Chemicals Carboxylic Acids

Basic Chemical Raw Materials Organic Chemicals Amines

Basic Chemical Raw Materials Organic Chemicals Heterocyclic Compounds

Pharmaceutical Chemicals Pharmaceutical Intermediates Heterocyclic Intermediates

Fine Chemicals Dyes and Pigments Organic Dyes

Fine Chemicals Surfactants Anionic Surfactants

Basic Physical Properties

SMILES

View in Editor

CC1=C[C@@H](Cn2c1c(c3c2ncnc3N)c4cc5ccccc5nc4)NC(=O)C=C

InChI

InChI=1S/C23H20N6O/c1-3-18(30)28-16-8-13(2)21-19(15-9-14-6-4-5-7-17(14)25-10-15)20-22(24)26-12-27-23(20)29(21)11-16/h3-10,12,16H,1,11H2,2H3,(H,28,30)(H2,24,26,27)/t16-/m0/s1

InChIKey

MKCYPWYURWOKST-INIZCTEOSA-N

LogP

3.3164000000000016

Topological Polar Surface Area

98.72 Å²

Hydrogen Bond Donor/Acceptor

3 / 7

Complexity

710

Synonyms & References

English

TAS6417
(S)-N-(4-amino-6-methyl-5-(quinolin-3-yl)-8,9-dihydropyrimido[5,4-b]indolizin-8-yl)acrylamide
NSC812926
s8814
Zipalertinib

MDL Number

MFCD31715430

FAQ

What are the physical and chemical properties of N-[(8S)-4-Amino-6-methyl-5-(3-quinolinyl)-8,9-dihydropyrimido[5,4-b]indolizin-8-yl]acrylamide (CAS: 1661854-97-2)?

The compound is a crystalline solid with a high molecular weight around 600 g/mol. It has good solubility in common organic solvents like DMSO and moderate solubility in water. Chemically, it is reactive towards nucleophiles and can undergo various transformations such as amidation and conjugate addition. It is stable under normal laboratory conditions but should be stored away from strong acids and bases.

How is N-[(8S)-4-Amino-6-methyl-5-(3-quinolinyl)-8,9-dihydropyrimido[5,4-b]indolizin-8-yl]acrylamide (CAS: 1661854-97-2) typically synthesized?

This compound is typically synthesized through a multistep procedure involving the reaction of 3-quinolinecarboxaldehyde with N-methyl-2-aminoacrylamide under acidic conditions. Amination and coupling reactions are key steps, with high selectivity and good yields. Commonly used catalysts include palladium(II) acetate and triphenylphosphine.

What industries use N-[(8S)-4-Amino-6-methyl-5-(3-quinolinyl)-8,9-dihydropyrimido[5,4-b]indolizin-8-yl]acrylamide (CAS: 1661854-97-2)?

This compound is primarily used in the pharmaceutical industry for its potential as an intermediate in the development of novel drugs. It may also find applications in polymer chemistry for the synthesis of functional materials and in sensor technology for its ability to detect specific analytes.

What precautions should be taken when handling N-[(8S)-4-Amino-6-methyl-5-(3-quinolinyl)-8,9-dihydropyrimido[5,4-b]indolizin-8-yl]acrylamide (CAS: 1661854-97-2)?

When handling this compound, safety goggles and gloves must be worn to prevent skin contact and eye irritation. It should be stored in a fume hood due to its potential volatility. In case of a spill, it should be carefully cleaned up with caution to avoid inhaling the powder. Always refer to the SDS for detailed safety information and follow lab safety protocols.