HuagongsheHuagongshe Chemistry Print Report · For research reference only
1,3-Diiodo-5,5-dimethylimidazolidine-2,4-dione → tert-butyl N-[2-[2-chloro-6-(diethoxymethyl)-5-iodo-pyrrolo[2,3-d]pyrimidin-7-yl]ethyl]carbamate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1,3-Diiodo-5,5-dimethylimidazolidine-2,4-dione | HCID 200534 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | Tert-butyl 2-(2-chloro-6-(diethoxymethyl)-7h-pyrrolo[2,3-d]pyrimidin-7-yl)ethylcarbamate | HCID 87428127 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | tert-butyl N-[2-[2-chloro-6-(diethoxymethyl)-5-iodo-pyrrolo[2,3-d]pyrimidin-7-yl]ethyl]carbamate | HCID 89825123 | 22.9% |
Reaction Steps
To 0.1 g (0.00025 mole) of tert-butyl N-[2-[2-chloro-6-(diethoxymethyl)pyrrolo[2,3-d]pyrimidin-7-yl]ethyl]carbamate in acetonitrile (2 mL) was added 1,3-Diiodo-5,5-dimethylhydantoin (95 mg, 1 eq), and solid NaHCO3 (63 mg, 3 eq). Stir at room temperature for 16 hrs. Filter, concentrate and then column with hexane/ethylacetate (0-50%) to afford tert-butyl N-[2-[2-chloro-6-(diethoxymethyl)-5-iodo-pyrrolo[2,3-d]pyrimidin-7-yl]ethyl]carbamate as a pale yellow solid 0.03 g. LCMS (ESI) 525 (M+H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09260442B2 |
| Source dataset | uspto-grants-2016_02 |
| ORD ID | ord-c18c1dddf20b412989a57a3f953abd9f |
| Source note | uspto-grants-2016_02 |