Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | Methyl 4-Bromo-3-hydroxybenzoate | HCID 6425184 | — |
| Reactant | N-(2-Iodoethyl)methanesulfonamide | HCID 21344428 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 68828788 | HCID 68828788 | 23.6% |
Reaction Steps
Methyl 4-bromo-3-hydroxybenzoate (231 mg) and N-(2-iodoethyl)methanesulfonamide (274 mg) were dissolved in DMF (10 ml), sodium hydride (64 mg, 60% dispersion in mineral oil) was added and the reaction heated at 80° C. for 20 hours. The solvent was evaporated in vacuo and the residue purified by SPE (5 g, Si), eluting with a chloroform/methanol gradient (0-5% methanol). The solvents were evaporated under vacuum from the product fractions to give methyl 4-bromo-3({2-[(methylsulfonyl)amino]ethyl}oxy)benzoate as a colourless gel (83 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US07572790B2 |
|---|
| Source dataset | uspto-grants-2009_08 |
|---|
| ORD ID | ord-acaa5b19ac3749a6b58fd89515c585b1 |
|---|
| Source note | uspto-grants-2009_08 |
|---|