7H-Pyrrolo[2,3-d]pyrimidine Chemical Properties

Melting point:

133℃

Boiling point:

297.9±23.0 °C(Predicted)

Density 

1.38

storage temp. 

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

solubility 

Chloroform, Dichloromethane, DMSO, Methanol

form 

Powder

pka

12.79±0.20(Predicted)

color 

Orange

λmax

270nm(MeOH)(lit.)

Safety Information

Hazard Codes 

Xn

Risk Statements 

22

WGK Germany 

3

HazardClass 

IRRITANT

HS Code 

2933599590

7H-Pyrrolo[2,3-d]pyrimidine Usage And Synthesis

Uses

7H-Pyrrolo[2,3-d]pyrimidine is used as an organic synthesis or pharmaceutical intermediate. Its pyrrolo[2,3-d]pyrimidines are important parent heterocyclic compounds and are synthetic raw materials for the preparation of anti-rheumatoid arthritis and anti-tumour drugs.

Synthesis

4-Chloro-7H-pyrrolo[2,3-d]pyrimidine (compound 1001) (130 mg, 0.847 mmol) was used as a raw material and dissolved in 3 mL of methanol. The hydrogenation reaction was carried out by adding 10% Pd-C catalyst under hydrogen atmosphere at 1 atmosphere for 16 hours. Upon completion of the reaction, the reaction solution was concentrated to dryness to afford 7H-pyrrolo[2,3-d]pyrimidine (Compound 1002) in 100 mg yield and 98% yield. The product was characterized by 1H-NMR (CD3OD): δ 9.4 (s, 1H); 9.1 (s, 1H); 7.9 (s, 1H); 7.1 (s, 1H).

References

[1] Patent: WO2007/41130, 2007, A2. Location in patent: Page/Page column 40; Sheet 1/9
[2] Patent: US2008/9514, 2008, A1. Location in patent: Page/Page column 26-27
[3] Bioorganic and Medicinal Chemistry Letters, 2004, vol. 14, # 21, p. 5247 - 5250
[4] European Journal of Medicinal Chemistry, 2008, vol. 43, # 6, p. 1248 - 1260
[5] Patent: WO2012/2568, 2012, A1. Location in patent: Page/Page column 37

7H-Pyrrolo[2,3-d]pyrimidine(271-70-5)Related Product Information

• Pyrrolo[2,3-d]pyrimidin-4-ol
• 4-Chloro-7H-pyrrolo[2,3-d]pyrimidine
• 2,6-Dichloro-7-deazapurine
• 2,4-Dihydroxy-7-deazapurine
• 7H-pyrrolo[2,3-d]pyriMidine-5-carbaldehyde
• 4-(Hydroxyamino)-4-oxobutanoic acid
• N-Methyl-N-((3S,4S)-4-Methylpiperidin-3-yl)-7H-pyrrolo[2,3-d]pyriMidin-4-aMine
• Tofacitinib Impurity 29
• N-Hydroxysuccinimide
• CYANOACETIC ACID-OSU
• 1-Benzyl-4-methyl-piperidin-3-one hydrochloride
• 6-AMINO-5(2,2-DIETHOXYETHYL)-4-HYDROXY-2-MERCAPTOPYRIMIDINE
• Benzyl chloride
• Malonyl chloride
• 4-Amino-2,6-dichloropyrimidine
• N-((3R,4S)-1-benzyl-4-methylpiperidin-3-yl)-N-methyl-7H-pyrrolo[2,3-d]pyrimidin-4-amine
• Tofacitinib Impurity 85
• N-methyl-N-((3R,4R)-4-methylpiperidin-3-yl)-7H-pyrrolo[2,3-d]pyrimidin-4-amine