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| | 7H-Pyrrolo[2,3-d]pyrimidine Basic information |
| Product Name: | 7H-Pyrrolo[2,3-d]pyrimidine | | Synonyms: | 7H-PYRROLO[2,3-D]PYRIMIDINE;1H-Pyrrolo[2,3-d]pyrimidine (8CI,9CI);NSC 94210;1H-Pyrrolo[2,3-d]pyrimidi...;Pyrrolo[2,3-d]pyriMidine;JR-13954, 7H-Pyrrolo[2,3-d]pyrimidine, 96%;7-Deazapurine>;7H-Pyrrolo[2,3-d]pyrimidine (6CI, 7CI, ACI) | | CAS: | 271-70-5 | | MF: | C6H5N3 | | MW: | 119.12 | | EINECS: | | | Product Categories: | PYRIMIDINE;Heterocycle-Pyrimidine series | | Mol File: | 271-70-5.mol | ![7H-Pyrrolo[2,3-d]pyrimidine Structure](CAS/GIF/271-70-5.gif) |
| | 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.) |
| 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 Preparation Products And Raw materials |
| Raw materials | 2-Naphthalenethiol, 1,2,3,4-tetrahydro--->4H-Pyrrolo[2,3-d]pyrimidine-4-thione,3,7-dihydro--->3-sulfanylidene-2,4,9-triazabicyclo[4.3.0]nona-7,10-dien-5-one-->6-AMINO-5(2,2-DIETHOXYETHYL)-4-HYDROXY-2-MERCAPTOPYRIMIDINE-->1,2,3,4-TETRAHYDRO-2-NAPHTHOL-->Ethyl 2,2-diethoxyethylcyanoacetate-->Pyrrolo[2,3-d]pyrimidin-4-ol-->4-Chloro-7H-pyrrolo[2,3-d]pyrimidine-->Hydrogen-->Methanol | | Preparation Products | 7H-Pyrrolo[2,3-d]pyrimidine, 7-methyl- (9CI) |
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