HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ethyl Acetate → HCID 178503797, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ethyl Acetate | HCID 8857 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | 2-(Methylsulfanyl)propan-1-ol | HCID 13039565 | — |
| Reactant | (8R)-8-benzyl-5-chloro-2-cyclopentyl-7,8-dihydro-1H-imidazo[2,1-f]purine | HCID 178478320 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 178503797 | HCID 178503797 | 40% |
Reaction Steps
To a solution of Compound 67a (240 mg, 0.585 mmol) obtained in Example 67 in tetrahydrofuran (2 mL) were added 2-methylthiopropanol (1 mL) and sodium hydride (containing 34% mineral oil, 88 mg, 2.34 mmol), then Compound 67a (240 mg, 0.585 mmol) was further added to the mixture, and stirring was continued at 100° C. for 4 hours. To the reaction mixture was added ethyl acetate, and the mixture was washed twice with water and dried over magnesium sulfate. The reaction mixture was concentrated, and the residue was purified by silica gel column chromatography (chloroform:methanol=99:1) to obtain the title compound (100 mg, 40%) as an ocher foamy solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07005430B2 |
| Source dataset | uspto-grants-2006_02 |
| ORD ID | ord-00725e3dbf5c496998a45d884879d53d |
| Source note | uspto-grants-2006_02 |