HuagongsheHuagongshe Chemistry Print Report · For research reference only
Dimethyl Sulfide → Tert-butyl (6-formylpyrimidin-4-yl)carbamate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Dimethyl Sulfide | HCID 1068 | — |
| Reactant | Ozone | HCID 24823 | — |
| Reactant | tert-Butyl 6-vinylpyrimidin-4-ylcarbamate | HCID 66803845 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | Tert-butyl (6-formylpyrimidin-4-yl)carbamate | HCID 23593604 | 100% |
Reaction Steps
To a stirred solution of tert-butyl 6-vinylpyrimidin-4-ylcarbamate (4.4 g, 0.020 mol) in MeOH (200 mL) at −78° C. was bubbled O3 for 1 hour. N2 was bubbled through the mixture for 10 minutes and then dimethylsulfide (1.24 g, 0.020 mol) was added dropwise. After addition, the solvent was removed under reduced pressure to give the crude desired product (4.6 g, over 100% yield) which was used in the next step without purification. LCMS (ESI) m/z: 224.1 [M+H+].
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08697708B2 |
| Source dataset | uspto-grants-2014_04 |
| ORD ID | ord-c9205ca227c944c2bba0a5074dd9ef68 |
| Source note | uspto-grants-2014_04 |