| Identification | Back Directory | [Name]
DEAZAPURINE | [CAS]
271-70-5 | [Synonyms]
NSC 94210
DEAZAPURINE
7-Deazapurine
7-Deazapurine>
Pyrrolo[2,3-d]pyriMidine
1H-Pyrrolo[2,3-d]pyrimidine
7H-PYRROLO[2,3-D]PYRIMIDINE
3H-Pyrrolo[2,3-d]pyrimidine
1H-Pyrrolo[2,3-d]pyrimidi...
1H-Pyrrolo[2,3-d]pyrimidine (8CI,9CI)
JR-13954, 7H-Pyrrolo[2,3-d]pyrimidine, 96% | [Molecular Formula]
C6H5N3 | [MDL Number]
MFCD08234403 | [MOL File]
271-70-5.mol | [Molecular Weight]
119.12 |
| Chemical Properties | Back Directory | [Melting point ]
133℃ | [Boiling point ]
297.9±23.0 °C(Predicted) | [density ]
1.38 | [storage temp. ]
Inert atmosphere,2-8°C | [solubility ]
Chloroform, Dichloromethane, DMSO, Methanol | [form ]
Powder | [pka]
12.79±0.20(Predicted) | [color ]
Orange | [λmax]
270nm(MeOH)(lit.) |
| Hazard Information | Back Directory | [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 |
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