HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methanesulfonyl chloride → 4-Pyrimidinemethanol, 2-amino-, 4-methanesulfonate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methanesulfonyl chloride | HCID 31297 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | 4-Pyrimidinemethanol, 2-amino- | HCID 200493 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | 4-Pyrimidinemethanol, 2-amino-, 4-methanesulfonate | HCID 57971140 | 53% |
Reaction Steps
N,N-Diisopropylethylamine (490 μL, 2.9 mmol) and methanesulfonyl chloride (110 μL, 1.5 mmol) were added to a suspension of 2-amino-4-hydroxymethylpyrimidine (170 mg, 1.3 mmol, Reference Compound No. 4-1) in anhydrous tetrahydrofuran (5.0 mL) under ice-cooling, and the mixture was stirred for 7 hours at room temperature. The reaction mixture was diluted with ethyl acetate (300 mL), washed with water (300 mL), and then dried over anhydrous magnesium sulfate. The solvent was evaporated under reduced pressure, the precipitated solid was filtered off with ethyl acetate, and dried under reduced pressure to give 140 mg of the title Reference Compound as a white solid (Yield: 53%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07906511B2 |
| Source dataset | uspto-grants-2011_03 |
| ORD ID | ord-f29129d4ead6479bacd24545ca5fd1f4 |
| Source note | uspto-grants-2011_03 |