Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 4-Methyloxybenzyl chloride | HCID 69993 | — |
| Reactant | HCID 11977601 | HCID 11977601 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Solvent | Dimethylacetamide | HCID 31374 | — |
| Product | HCID 68526687 | HCID 68526687 | 28.5% |
Reaction Steps
6-Amino-9-benzyl-N-(cyclopropylmethyl)-8-oxo-8,9-dihydro-7H-purine-2-carboxamide (Example 1, 50 mg, 0.15 mmol) was taken up in 3 ml DMA and firstly triethylamine (27 μl, 0.18 mmol) and then para-methoxybenzyl chloride (26 μl, 0.18 mmol) were added in one portion each and the whole stirred and heated to 55° C. for 16 h. The mixture was diluted with ethyl acetate (5 ml) and washed with water (2×3 ml). The combined organics were dried over MgSO4 and concentrated in vacuo to a yellow residue which was purified by column chromatography using a gradient of 100% DCM:→98:2 DCM:MeOH as the eluant. Combination and evaporation of the appropriate fractions provided the title compound as a white solid (19 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07642350B2 |
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| Source dataset | uspto-grants-2010_01 |
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| ORD ID | ord-130a0fc339f5437999daeedb509d2e05 |
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| Source note | uspto-grants-2010_01 |
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