N-[(3S)-1-(Dimethylcarbamoyl)-3-pyrrolidinyl]-5-[(Z)-(5-fluoro-2-oxo-1,2-dihydro-3H-indol-3-ylidene)methyl]-2,4-dimethyl-1H-pyrrole-3-carboxamide | CAS No. 1013920-15-4

N-[(3S)-1-(Dimethylcarbamoyl)-3-pyrrolidinyl]-5-[(Z)-(5-fluoro-2-oxo-1,2-dihydro-3H-indol-3-ylidene)methyl]-2,4-dimethyl-1H-pyrrole-3-carboxamide

Basic Information

CAS Number

1013920-15-4

Molecular Formula

C23H26FN5O3

Molecular Weight

439.49 g/mol

AD

Basic Physical Properties

Fc1ccc2c(c1)/C(=C\c1[nH]c(c(c1C)C(=O)N[C@H]1CCN(C1)C(=O)N(C)C)C)/C(=O)N2

InChI

InChI=1S/C23H26FN5O3/c1-12-19(10-17-16-9-14(24)5-6-18(16)27-21(17)30)25-13(2)20(12)22(31)26-15-7-8-29(11-15)23(32)28(3)4/h5-6,9-10,15,25H,7-8,11H2,1-4H3,(H,26,31)(H,27,30)/b17-10-/t15-/m0/s1

InChIKey

KMIOJWCYOHBUJS-HAKPAVFJSA-N

LogP

2.749040000000001

Topological Polar Surface Area

97.53999999999999 Ų

Hydrogen Bond Donor/Acceptor

3 / 8

Complexity

803

Synonyms & References

English

  • Vorolanib
  • YP8G3I74EL
  • Vorolanib [INN]
  • 1H-Pyrrole-3-carboxamide, N-((3S)-1-((dimethylamino)carbonyl)-3-pyrrolidinyl)-5-((Z)-(5-fluoro-1,2-dihydro-2-oxo-3H-indol-3-ylidene)methyl)-2,4-dimethyl-

FAQ

What are the physical and chemical properties of N-[(3S)-1-(Dimethylcarbamoyl)-3-pyrrolidinyl]-5-[(Z)-(5-fluoro-2-oxo-1,2-dihydro-3H-indol-3-ylidene)methyl]-2,4-dimethyl-1H-pyrrole-3-carboxamide (CAS: 1013920-15-4)?

The compound exhibits a crystalline form with a molecular weight of approximately 556.5 g/mol. It has limited solubility in water but is soluble in organic solvents like DMSO and DMF. The compound is moderately reactive, showing good stability under neutral to slightly acidic conditions but is susceptible to hydrolysis under basic conditions. It is an amide, making it suitable for various chemical reactions such as condensation and amidation.

How is N-[(3S)-1-(Dimethylcarbamoyl)-3-pyrrolidinyl]-5-[(Z)-(5-fluoro-2-oxo-1,2-dihydro-3H-indol-3-ylidene)methyl]-2,4-dimethyl-1H-pyrrole-3-carboxamide (CAS: 1013920-15-4) typically synthesized?

This compound is typically synthesized via a multi-step process involving the reaction of a pyrrolidine derivative with an indole-3-carbaldehyde, followed by a condensation reaction with dimethylcarbamoyl chloride. The synthesis involves the use of catalysts and reagents such as triethylamine and dichloromethane. The yield is around 70%, with good selectivity for the desired product.

What industries use N-[(3S)-1-(Dimethylcarbamoyl)-3-pyrrolidinyl]-5-[(Z)-(5-fluoro-2-oxo-1,2-dihydro-3H-indol-3-ylidene)methyl]-2,4-dimethyl-1H-pyrrole-3-carboxamide (CAS: 1013920-15-4)?

This compound finds application in the pharmaceutical industry as an intermediate in the development of new drugs. It is also used in the production of certain polymers and as a precursor in the synthesis of functional materials for sensors and semiconductors.

What precautions should be taken when handling N-[(3S)-1-(Dimethylcarbamoyl)-3-pyrrolidinyl]-5-[(Z)-(5-fluoro-2-oxo-1,2-dihydro-3H-indol-3-ylidene)methyl]-2,4-dimethyl-1H-pyrrole-3-carboxamide (CAS: 1013920-15-4)?

Proper handling of this compound requires the use of personal protective equipment (PPE) such as gloves and goggles. It should be stored in a cool, dry place away from direct sunlight. In case of a spill, it is advisable to use a fume hood and appropriate cleaning agents. Always consult the Safety Data Sheet (SDS) for detailed handling and emergency procedures.

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