N-(4-Chloro-1H-pyrrolo[2,3-d]pyrimidin-2-yl)-2,2-dimethylpropanamide | CAS No. 149765-15-1

N-(4-Chloro-1H-pyrrolo[2,3-d]pyrimidin-2-yl)-2,2-dimethylpropanamide

Basic Information

CAS Number

149765-15-1

Molecular Formula

C11H13ClN4O

Molecular Weight

252.71 g/mol

AD

Basic Physical Properties

Melting Point

226 ºC

CC(C)(C)C(=O)NC1=NC2=C(C=CN2)C(=N1)Cl

InChI

InChI=1S/C11H13ClN4O/c1-11(2,3)9(17)16-10-14-7(12)6-4-5-13-8(6)15-10/h4-5H,1-3H3,(H2,13,14,15,16,17)

InChIKey

HNBVXLCVUIJCSK-UHFFFAOYSA-N

LogP

2.5959000000000003

Topological Polar Surface Area

70.67 Ų

Hydrogen Bond Donor/Acceptor

2 / 5

Complexity

304

Synonyms & References

English

  • N-(4-Chloro-7H-pyrrolo[2,3-d]pyrimidin-2-yl)-2,2-dimethylpropionamide
  • N-(4-chloro-7H-pyrrolo[2,3-d]pyrimidin-2-yl)-2,2-dimethylpropanamide
  • N-(4-Chloro-7H-pyrrolo[2,3-d]pyrimidin-2-yl)
  • N2-Pivaloyl-4-chloro-7H-pyrrolo[2,3-d]pyriMidine
  • N-(4-chloro-7H-pyrrolo[2,3-d]pyrimidin-2-yl)pivalamide
  • PropanaMide, N-(4-chloro-7H-pyrrolo[2,3-d]pyriMidin-2-yl)-2,2-diMethyl-
  • N-{4-chloro-7H-pyrrolo[2,3-d]pyrimidin-2-yl}-2,2-dimethylpropanamide
  • HNBVXLCVUIJCSK-UHFFFAOYSA-N
  • PubChem23908
  • DS

MDL Number

MFCD11109809

FAQ

What are the physical and chemical properties of N-(4-Chloro-1H-pyrrolo[2,3-d]pyrimidin-2-yl)-2,2-dimethylpropanamide (CAS: 149765-15-1)?

N-(4-Chloro-1H-pyrrolo[2,3-d]pyrimidin-2-yl)-2,2-dimethylpropanamide (CAS: 149765-15-1) is a crystalline compound with a molecular weight of approximately 317.65 g/mol. It has a low solubility in water but is soluble in organic solvents like DMSO and DMF. The compound is moderately reactive, showing affinity for nucleophilic substitution reactions. It is used in pharmaceutical applications due to its biological activity.

How is N-(4-Chloro-1H-pyrrolo[2,3-d]pyrimidin-2-yl)-2,2-dimethylpropanamide (CAS: 149765-15-1) typically synthesized?

N-(4-Chloro-1H-pyrrolo[2,3-d]pyrimidin-2-yl)-2,2-dimethylpropanamide (CAS: 149765-15-1) is synthesized through a multi-step process, involving the synthesis of the 4-chloro-1H-pyrrolo[2,3-d]pyrimidin-2-yl moiety, followed by a condensation reaction with 2,2-dimethylpropanoyl chloride. The reaction typically uses a palladium catalyst and a base such as potassium carbonate. The yield of this reaction is around 75-85%.

What industries use N-(4-Chloro-1H-pyrrolo[2,3-d]pyrimidin-2-yl)-2,2-dimethylpropanamide (CAS: 149765-15-1)?

N-(4-Chloro-1H-pyrrolo[2,3-d]pyrimidin-2-yl)-2,2-dimethylpropanamide (CAS: 149765-15-1) is primarily used in the pharmaceutical industry due to its potential as an active pharmaceutical ingredient. It is also of interest in academia and research for its biological activity and can be used in the development of new drugs. This compound has potential applications in polymer science and electronic materials as well.

What precautions should be taken when handling N-(4-Chloro-1H-pyrrolo[2,3-d]pyrimidin-2-yl)-2,2-dimethylpropanamide (CAS: 149765-15-1)?

When handling N-(4-Chloro-1H-pyrrolo[2,3-d]pyrimidin-2-yl)-2,2-dimethylpropanamide (CAS: 149765-15-1), it is essential to use appropriate personal protective equipment (PPE) such as gloves, goggles, and a lab coat. It should be stored in a cool, dry place away from direct sunlight. Spills should be managed using appropriate containment and disposal methods. Always consult the Material Safety Data Sheet (MSDS) for detailed information on safety and handling procedures.

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