N-[(3R,4R)-1-benzyl-4-methyl-3-piperidyl]-N-methyl-7H-pyrrolo[2,3-d]pyrimidin-4-amine | CAS No. 477600-73-0

N-[(3R,4R)-1-benzyl-4-methyl-3-piperidyl]-N-methyl-7H-pyrrolo[2,3-d]pyrimidin-4-amine

Basic Information

CAS Number

477600-73-0

Molecular Formula

C20H25N5

Molecular Weight

335.46 g/mol

AD

Basic Physical Properties

Melting Point

67-69 ºC

Solubility

Insuluble (7.4E-3 g/L) (25 ºC),

CN([C@H]1CN(CC2=CC=CC=C2)CC[C@H]1C)C3=C4C(NC=C4)=NC=N3

InChI

InChI=1S/C20H25N5/c1-15-9-11-25(12-16-6-4-3-5-7-16)13-18(15)24(2)20-17-8-10-21-19(17)22-14-23-20/h3-8,10,14-15,18H,9,11-13H2,1-2H3,(H,21,22,23)/t15-,18+/m1/s1

InChIKey

UMWNXPTXDOVDFE-QAPCUYQASA-N

LogP

3.3047000000000013

Topological Polar Surface Area

48.05 Ų

Hydrogen Bond Donor/Acceptor

1 / 5

Complexity

424

Synonyms & References

English

  • N-((3R,4R)-1-Benzyl-4-methylpiperidin-3-yl)-N-methyl-7H-pyrrolo[2,3-d]pyrimidin-4-amine
  • 1H-Pyrrolo[2,3-d]pyrimidin-4-amine, N-methyl-N-[(3R,4R)-4-methyl-1-(phenylmethyl)-3-piperidinyl]-
  • 1H-Pyrrolo[2,3-d]pyrimidin-4-amine, N-methyl-N-[(3R,4R)-4-methyl-1-(phenylmethyl)-3-piperidiny...
  • 7H-Pyrrolo[2,3-d]pyrimidin-4-amine, N-methyl-N-[(3R,4R)-4-methyl-1-(phenylmethyl)-3-piperidiny...
  • Des-(N-oxopropanenitrile)-N-methylbenzyl CP-690550
  • N-[(3R,4R)-1-benzyl-4-methylpiperidin-3-yl]-N-methyl-7H-pyrrolo[2,3-d]pyrimidin-4-amine
  • Tasocitinib Intermediate
  • AK-77756
  • CHEMBL2152298
  • KB-257988
  • SureCN1120769
  • 7H-Pyrrolo[2,3-d]pyriMidin-4-aMine, N-Methyl-N-[(3R,4R)-4-Methyl-1-(phenylMethyl)-3-piperidinyl]-
  • Tofacitinib Impurity 10
  • N-((3R,4R)-1-benzyl-4-methylpiperidin-3-yl)-N-methyl-7H- pyrrolo[2,3-d]pyrimidin-4-amine
  • UMWNXPTXDOVDFE-QAPCUYQASA-N
  • 1H-Pyrrolo[2,3-d]pyr
  • N-[(3R,4R)-1-benzyl-4-methyl-3-piperidyl]-N-methyl-7H-pyrrolo[2,3-d]pyrimidin-4-amine

MDL Number

MFCD16877475

FAQ

What are the physical and chemical properties of N-[(3R,4R)-1-benzyl-4-methyl-3-piperidyl]-N-methyl-7H-pyrrolo[2,3-d]pyrimidin-4-amine (CAS: 477600-73-0)?

N-[(3R,4R)-1-benzyl-4-methyl-3-piperidyl]-N-methyl-7H-pyrrolo[2,3-d]pyrimidin-4-amine is a crystalline solid with a molecular weight of approximately 432.46 g/mol. It has a low water solubility and exhibits good reactivity towards nucleophiles. This compound features a pyrrolo[2,3-d]pyrimidine skeleton with substituents that enhance its biological activity.

How is N-[(3R,4R)-1-benzyl-4-methyl-3-piperidyl]-N-methyl-7H-pyrrolo[2,3-d]pyrimidin-4-amine (CAS: 477600-73-0) typically synthesized?

N-[(3R,4R)-1-benzyl-4-methyl-3-piperidyl]-N-methyl-7H-pyrrolo[2,3-d]pyrimidin-4-amine is synthesized via multistep reactions involving piperidine and benzylamine as key precursors. The synthesis typically employs standard organic techniques such as reflux, purification by column chromatography, and use of common catalysts like triphenylphosphine. The overall yield is around 70-80%, with high selectivity towards the desired product.

What industries use N-[(3R,4R)-1-benzyl-4-methyl-3-piperidyl]-N-methyl-7H-pyrrolo[2,3-d]pyrimidin-4-amine (CAS: 477600-73-0)?

N-[(3R,4R)-1-benzyl-4-methyl-3-piperidyl]-N-methyl-7H-pyrrolo[2,3-d]pyrimidin-4-amine is primarily used in the pharmaceutical industry, where it serves as a key intermediate in the development of novel drugs. It is also relevant to the chemical industry for its potential use in polymer synthesis and as a precursor for various functional materials. Additionally, it finds applications in sensor technology and as a component in semiconductor devices.

What precautions should be taken when handling N-[(3R,4R)-1-benzyl-4-methyl-3-piperidyl]-N-methyl-7H-pyrrolo[2,3-d]pyrimidin-4-amine (CAS: 477600-73-0)?

When handling N-[(3R,4R)-1-benzyl-4-methyl-3-piperidyl]-N-methyl-7H-pyrrolo[2,3-d]pyrimidin-4-amine, it is essential to wear appropriate personal protective equipment (PPE) such as gloves, goggles, and a lab coat. Work should be conducted in a well-ventilated area or a fume hood to minimize exposure. Spills should be handled with caution, using absorbent materials and following laboratory safety procedures. Ensure that a Safety Data Sheet (SDS) is readily accessible for reference and follow all local regulations regarding chemical handling and disposal.

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