HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium hydride → HCID 59278443, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | N-Methylmethanesulfonamide | HCID 97632 | — |
| Reactant | 2-Chloropyrimidine-4-carbonitrile | HCID 246647 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 59278443 | HCID 59278443 | — |
Reaction Steps
To a solution of 2-chloropyrimidine-4-carbonitrile (0.20 g, 1.43 mmol) in THF was 60% NaH (0.05 g, 2.00 mmol) in mineral oil. After 20 minutes, N-methylmethanesulfonamide (0.22 g, 2.00 mmol) was added. After 3 hours, the reaction was diluted with water and extracted with ethyl acetate. The combined organic layers were washed with brine, dried over sodium sulfate and concentrated in vacuo. The residue was purified by silica gel chromatography eluting with 30% ethyl acetate in heptane. The major fractions were combined and the solvent was concentrated in vacuo to afford N-(4-cyano-pyrimidin-2-yl)-N-methyl-methanesulfonamide.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07879873B2 |
| Source dataset | uspto-grants-2011_02 |
| ORD ID | ord-c303dad4250d4c6d8a523795597f1d11 |
| Source note | uspto-grants-2011_02 |