HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → HCID 68525216, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Ethyl chloroformate | HCID 10928 | — |
| Reactant | HCID 11977601 | HCID 11977601 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 68525216 | HCID 68525216 | 62.2% |
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 2 ml DCM under a nitrogen atmosphere at room temperature and firstly triethylamine (62 μl, 0.44 mmol) and then ethyl chloroformate (28 μl, 0.30 mmol) were added in one portion each and the whole stirred at room temperature for 4 h. The mixture was poured into water (5 ml) and extracted with DCM (3×2 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 1:1 DCM:EtOAc→EtOAc as the eluant. Combination and evaporation of the appropriate fractions provided the title compound as a white solid (20 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07642350B2 |
| Source dataset | uspto-grants-2010_01 |
| ORD ID | ord-a85993dd6e7e40c9a20bcdc532440fd2 |
| Source note | uspto-grants-2010_01 |