HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hexachloroethane → 5-chloro-1-isobutyl-6-(4-methoxybenzyl)-3-methyl-1H-pyrrolo[3,4-d]pyrimidine-2,4(3H,6H)-dione
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hexachloroethane | HCID 6214 | — |
| Reactant | Lithium Hexamethyldisilazide | HCID 2733832 | — |
| Reactant | 1-isobutyl-6-(4-methoxybenzyl)-3-methyl-1H-pyrrolo[3,4-d]pyrimidine-2,4(3H,6H)-dione | HCID 10246701 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 5-chloro-1-isobutyl-6-(4-methoxybenzyl)-3-methyl-1H-pyrrolo[3,4-d]pyrimidine-2,4(3H,6H)-dione | HCID 67414696 | 53.2% |
Reaction Steps
1-isobutyl-6-(4-methoxybenzyl)-3-methyl-1H-pyrrolo[3,4-d]pyrimidine-2,4(3H,6H)-dione (106 mg, 0.3 mmol) and hexachloro ethane (368 mg, 1.55 mmol) are dissolved in anhydrous THF, and then 1.0M LiHMDS in THF (0.6 mL, 0.6 mmol) is added dropwise. The reaction mixture is stirred at room temperature for an hour, and then quenched with saturated ammonium chloride aqueous solution. The mixture is purified by silica-gel column chromatography to give 60 mg of pure product (yield: 51%). MS (ESI) m/z 376.1 [M+H]+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08927556B2 |
| Source dataset | uspto-grants-2015_01 |
| ORD ID | ord-01ea9ccbdf5446d093befbda13339a13 |
| Source note | uspto-grants-2015_01 |