HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ethyl Acetate → 2-(Methylsulfanyl)pyrimidin-5-ol
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ethyl Acetate | HCID 8857 | — |
| Reactant | 2-(Methylthio)-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyrimidine | HCID 16414219 | — |
| Reactant | Sodium;3-oxidodioxaborirane;tetrahydrate | HCID 23693097 | — |
| Solvent | Oxolane--water (1/1) | HCID 21881883 | — |
| Product | 2-(Methylsulfanyl)pyrimidin-5-ol | HCID 588357 | — |
Reaction Steps
To a stirring solution of 2-(methylthio)-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyrimidine (from step A) (1.167 g, 4.63 mmol) in THF/H2O (20 mL 1:1) at room temperature under argon was added sodium perborate tetrahydrate (2.137 g, 13.9 mmol). The reaction mixture was stirred at room temperature overnight. The reaction was cooled to room temperature. EtOAc (10 mL) was added to the reaction mixture, which was washed with brine (15 mL×3). Organic phase was dried (MgSO4), filtered and concentrated. The crude product was very insoluble, therefore it was used directly to next step. MS (ESI) 143 (M+H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08372837B2 |
| Source dataset | uspto-grants-2013_02 |
| ORD ID | ord-85b7039681764b56b930fd22abf2fe66 |
| Source note | uspto-grants-2013_02 |