HuagongsheHuagongshe Chemistry Print Report · For research reference only
Iodoethane → 4-Chloro-7-ethyl-2-(methylthio)-7H-pyrrolo[2,3-d]pyrimidine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Iodoethane | HCID 6340 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | 4-chloro-2-(methylthio)-7H-pyrrolo[2,3-d]pyrimidine | HCID 5324414 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 4-Chloro-7-ethyl-2-(methylthio)-7H-pyrrolo[2,3-d]pyrimidine | HCID 85908189 | — |
Reaction Steps
Sodium hydride (0.44 g, 60% dispersion in oil) was added portionwise to a stirred solution of 4-chloro-2-(methylthio)-7H-pyrrolo[2,3-d]pyrimidine (2 g) in N,N-dimethylformamide (30 ml) at 0° C. After 0.75 h, ethyl iodide (0.88 ml) was added, the mixture stirred for 2 h, quenched with water and partitioned between ethyl acetate and brine. The organics were washed with water, dried (MgSO4), evaporated under reduced pressure and the residue purified by chromatography on silica eluting with 15% ethyl acetate in isohexane. Yield 1.98 g
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07439240B2 |
| Source dataset | uspto-grants-2008_10 |
| ORD ID | ord-863f109b2823438793626974aaa0fe92 |
| Source note | uspto-grants-2008_10 |