4-Amino-7H-pyrrolo[2,3-d]pyrimidine Chemical Properties

Melting point:

257-262℃

Boiling point:

318.3±45.0 °C(Predicted)

Density 

1.61±0.1 g/cm3(Predicted)

storage temp. 

under inert gas (nitrogen or Argon) at 2–8 °C

pka

13.38±0.20(Predicted)

form 

Solid

color 

White to pale brown

Sensitive 

Moisture & Light Sensitive

InChIKey

PEHVGBZKEYRQSX-UHFFFAOYSA-N

CAS DataBase Reference

1500-85-2(CAS DataBase Reference)

Safety Information

Hazard Codes 

T

Risk Statements 

25

Safety Statements 

45

RIDADR 

UN 2811 6.1/PG 1

WGK Germany 

2

RTECS 

UY8850000

HazardClass 

IRRITANT

PackingGroup 

Ⅲ

HS Code 

2933599590

Toxicity

mouse,LD50,intraperitoneal,300mg/kg (300mg/kg),Gann. Japanese Journal of Cancer Research. Vol. 56, Pg. 219, 1965.

4-Amino-7H-pyrrolo[2,3-d]pyrimidine Usage And Synthesis

Synthesis

A mixture of 5-ethynylpyrimidine-4,6-diamine (300?mg, 2.24?mmol), Cs2CO3 (1.46?g, 4.47?mmol) and DMSO (4.00?ml) in a 10.00?ml microwave tube was irradiated at 100?W and 180?°C for 15?minutes. After this time, the reaction mixture was cooled to room temperature and poured into a separating funnel containing 100?ml water and 100?ml ethyl acetate. The aqueous layer was extracted with EtOAc (2×100?ml). The combined organic extracts were dried with MgSO4 and filtered through celite, and excess solvent was removed in vacuo. Purification by column chromatography (80?% EtOAc/hexane – 10?% MeOH/CH2Cl2) gave 7H-pyrrolo[2,3-d]pyrimidin-4-amine (4-Amino-7H-pyrrolo[2,3-d]pyrimidine) (0.15?g, 50?%) as an off-white solid[1].

References

[1] Dr. Tswene D. Seanego. “7H-Pyrrolo[2,3-d]pyrimidine-4-amines as Potential Inhibitors of Plasmodium falciparum Calcium-Dependent Protein Kinases.” ChemMedChem 17 22 (2022).

4-Amino-7H-pyrrolo[2,3-d]pyrimidine(1500-85-2)Related Product Information

• Pyrimidine
• N-Ethylmethylamine
• Triethanolamine
• Dibenzylamine
• 6-Aminocaproic acid
• ALTRENOGEST
• N-Methyl-2-pyrrolidone
• Bis(2-ethylhexyl)amine
• 4-Aminopyrimidine
• Glycine
• Triethylamine
• Polyvinylpyrrolidone
• Tris(hydroxymethyl)aminomethane
• METHYL-2-PYRROLIDONE
• SANGIVAMYCIN
• Methyl 4-amino-7H-pyrrolo[2,3-d]pyrimidine-5-carboxylate
• 4-Amino-7H-pyrrolo[2,3-d]pyrimidine-2-thiol
• 7-DEAZA-2'-DEOXYADENOSINE-5'-TRIPHOSPHATE LITHIUM SALT