4-Chloro-2-methyl-1H-pyrrolo[2,3-d]pyrimidine Chemical Properties

Melting point:

207-208 °C

Boiling point:

290.5±50.0 °C(Predicted)

Density 

1.51±0.1 g/cm3(Predicted)

storage temp. 

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

form 

solid

pka

11.49±0.20(Predicted)

Appearance

White to off-white Solid

Safety Information

Risk Statements 

36

Safety Statements 

26

RIDADR 

2811

WGK Germany 

3

HazardClass 

6.1

PackingGroup 

Ⅲ

HS Code 

2933998090

4-Chloro-2-methyl-1H-pyrrolo[2,3-d]pyrimidine Usage And Synthesis

Synthesis

General procedure for the synthesis of 4-chloro-2-methyl-1H-pyrrolo[2,3-d]pyrimidine using 2-methyl-1H-pyrrolo[2,3-d]pyrimidin-4(7H)-one as starting material: 90 mg (0.60 mmol) of hydroxypyrrolo[pyrimidin-4(7H)-one was suspended in 2 mL of phosphorochloridic acid chloride, and the reaction was heated and refluxed for 2 hours. Upon completion of the reaction, excess phosphorus trichloride was removed by distillation under reduced pressure. The residue was carefully quenched with an ice water bath and subsequently extracted with ethyl acetate. The organic phases were combined, washed with saturated brine, dried over anhydrous magnesium sulfate and concentrated under reduced pressure to remove the solvent. The crude product was purified by silica gel fast column chromatography (eluent: 10% methanol/dichloromethane) to afford the target compound 4-chloro-2-methyl-1H-pyrrolo[2,3-d]pyrimidine as a colorless solid (86 mg, 85% yield). Mass spectrometry result: (M + H)+ m/z = 168.

References

[1] Patent: WO2009/9740, 2009, A1. Location in patent: Page/Page column 71; 72
[2] Patent: WO2016/91774, 2016, A1. Location in patent: Page/Page column 36

4-Chloro-2-methyl-1H-pyrrolo[2,3-d]pyrimidine(71149-52-5)Related Product Information

• Pyrimidine
• Tribenuron methyl
• Methyl salicylate
• N-Methyl-2-pyrrolidone
• 1-Methylpyrrolidine
• Methylparaben
• Methyl acrylate
• Methanol
• Kresoxim-methyl
• Methyl
• METHYL-2-PYRROLIDONE
• Difluorochloromethane
• 4-CHLORO-7-MESITYL-2,5,6-TRIMETHYL-7H-PYRROLO[2,3-D]PYRIMIDINE
• Ethyl 4-chloropyrrolo[2,3-d]pyrimidine-2-carboxylate
• 4-CHLORO-2,5-DIMETHYL-7-(2,4,6-TRIMETHYLPHENYL)-7H-PYRROLO[2,3-D]PYRIMIDINE
• 4-CHLORO-2-PHENYL-7H-PYRROLO[2,3-D]PYRIMIDINE
• 4-Chloro-2-methyl-1H-pyrrolo[2,3-d]pyrimidine
• 4-CHLORO-2-METHYL-9-(5-METHYLPYRIDIN-2-YL)-9H-PYRIMIDO[4,5-B]INDOLE