4-Chloro-6-methyl-7H-pyrrolo[2,3-d]pyrimidine Chemical Properties

Boiling point:

292.2±50.0 °C(Predicted)

Density 

1.51±0.1 g/cm3(Predicted)

storage temp. 

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

pka

11.49±0.40(Predicted)

Appearance

Off-white to light yellow Solid

Safety Information

HS Code 

2933599590

4-Chloro-6-methyl-7H-pyrrolo[2,3-d]pyrimidine Usage And Synthesis

Synthesis

Synthesis of compound 18.3. A mixture of potassium tert-butoxide (450 mg, 4 mmol) and 7-benzenesulfonyl-4-chloro-6-methyl-7H-pyrrolo[2,3-d]pyrimidine (250 mg, 0.8 mmol) in tetrahydrofuran (7.5 mL) was stirred for 16 hours at room temperature. After completion of the reaction, saturated sodium bicarbonate solution was added to the reaction mixture. The reaction mixture was extracted with ethyl acetate (3 × 100 mL), the organic layers were combined, washed sequentially with water and saturated brine, dried over anhydrous sodium sulfate, and concentrated under reduced pressure. The residue was purified by fast column chromatography with petroleum ether/ethyl acetate (100/0 to 0/100, v/v) as eluent to afford 4-chloro-6-methyl-7H-pyrrolo[2,3-d]pyrimidine (Compound 18.3, 118 mg, 87% yield).1H NMR (200 MHz, DMSO-d6) δ 12.5 (br s, 1H) 8.47 (s, 1H), 6.29 (s, 1H), 2.42 (s, 3H). Mass spectrum (MS) m/z 168 [M + H]+.

References

[1] Patent: US2009/5359, 2009, A1. Location in patent: Page/Page column 26
[2] Beilstein Journal of Organic Chemistry, 2016, vol. 12, p. 1103 - 1110
[3] Patent: WO2012/158795, 2012, A1. Location in patent: Page/Page column 102
[4] Patent: WO2012/158764, 2012, A1. Location in patent: Page/Page column 215-216
[5] Patent: WO2013/191965, 2013, A1. Location in patent: Page/Page column 191

4-Chloro-6-methyl-7H-pyrrolo[2,3-d]pyrimidine(35808-68-5)Related Product Information

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