Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Ethanolamine | HCID 700 | — |
| Reactant | Formaldehyde | HCID 712 | — |
| Reactant | 9-Deazahypoxanthine | HCID 135488881 | — |
| Solvent | Water | HCID 962 | — |
| Product | HCID 135858821 | HCID 135858821 | 65% |
Reaction Steps
A mixture of ethanolamine (78 μl, 0.96 mmol), 9-deazahypoxanthine (100 mg, 0.74 mmol) and 37% aq formaldehyde (72 μl, 0.96 mmol) in water (5 ml) was stirred and heated in stoppered flask at 85° C. overnight. The solution was evaporated to dryness and the residue was chromatographed on silica (DCM-MeOH-cNH3 6:3.5:0.5) to give 7-((2-hydroxyethylamino)methyl)-3H-pyrrolo[3,2-d]pyrimidin-4(5H)-one (100 mg, 0.48 mmol, 65% yield) as a pale brown solid. 1H NMR (300 MHz, CD3OD) 2.80 (2H, t, J 5.5 Hz), 3.68 (2H, t, J 5.5 Hz), 3.97 (2H, s), 7.42 (1H, s), 7.88 (1H, s); 13C NMR (75 MHz, MeOD+DCl) 42.0, 50.7, 58.43, 105.2, 120.5, 133.8, 135.0, 147.1, 153.0
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08853224B2 |
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| Source dataset | uspto-grants-2014_10 |
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| ORD ID | ord-287bb858d254474e944c4b00cf7de96d |
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| Source note | uspto-grants-2014_10 |
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