| Identification | Back Directory | [Name]
1H-Pyrrolo[2,3-d]pyrimidin-2-amine (9CI) | [CAS]
93366-88-2 | [Synonyms]
2-AMino-7H-pyrrolo[2,3-d]... 7H-Pyrrolo[2,3-d]pyrimidin-2-amin 2-Amino-7H-pyrrolo<2,3-d>pyrimidin 1H-Pyrrolo[2,3-d]pyrimidin-2-amine 7H-Pyrrolo[2,3-d]pyriMidin- 2-aMine 2-Amino-7H-pyrrolo[2,3-d]pyrimidine 1H-Pyrrolo[2,3-d]pyrimidin-2-amine (9CI) | [Molecular Formula]
C6H6N4 | [MDL Number]
MFCD12923656 | [MOL File]
93366-88-2.mol | [Molecular Weight]
134.14 |
| Chemical Properties | Back Directory | [Boiling point ]
359.8±25.0 °C(Predicted) | [density ]
1.61±0.1 g/cm3(Predicted) | [storage temp. ]
Keep in dark place,Inert atmosphere,Room temperature | [pka]
12.05±0.20(Predicted) | [Appearance]
White to off-white Solid |
| Hazard Information | Back Directory | [Synthesis]
General procedure for the synthesis of 2-amino-7H-pyrrolo[2,3-D]pyrimidines from 2-amino-4-chloropyrrolo[2,3-D]pyrimidines: 2-amino-4-chloro-7H-pyrrolo[2,3-d]pyrimidines (1) (1.0 g, 6.0 mmol) were suspended in methanol (50 mL) and an aqueous ammonium hydroxide solution (1 mL), and 10% Pd-C catalyst ( 500 mg). The reaction mixture was stirred at atmospheric pressure for 17 h. Upon completion of the reaction, the catalyst was removed by filtration through a diatomaceous earth pad. The filtrate was concentrated and purified by silica gel column chromatography (eluent ratio of dichloromethane: methanol = 90:10) to afford 717 mg of the target product 2-amino-7H-pyrrolopyrimidine in 90% yield. The structure of the product was confirmed by 1H NMR (DMSO-D6): δ 11.4 (broad single peak, 1H), 8.50 (single peak, 1H), 7.11 (double peak, J=3.6,0.6Hz, 1H), 6.49 (broad single peak, 2H), 6.32 (double peak, J=3.6,0.9Hz, 1H). | [References]
[1] Bioorganic and Medicinal Chemistry Letters, 2007, vol. 17, # 18, p. 5261 - 5264 [2] Patent: WO2004/80466, 2004, A1. Location in patent: Page/Page column 32 [3] Liebigs Annalen der Chemie, 1984, # 10, p. 1719 - 1730 [4] Bioorganic and Medicinal Chemistry Letters, 2010, vol. 20, # 1, p. 334 - 337 |
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NovoChemy Ltd.
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021-31261262/ 49 (0)17662837245 |
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www.novochemy.com |
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