HuagongsheHuagongshe Chemistry Print Report · For research reference only
Benzenesulfonamide, 3-amino- → HCID 5191950, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Benzenesulfonamide, 3-amino- | HCID 7377 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | PMID26882240-Compound-8 | HCID 625381 | — |
| Reactant | PyBOP | HCID 2724699 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 5191950 | HCID 5191950 | 38.5% |
Reaction Steps
The mixture of [4-(1-adamantyl)-phenoxy]acetic acid (80.7 mg, 0.28 mmol), 3-amino-benzenesulfonamide (72.3 mg, 0.42 mmol), N,N-diisopropylethylamine, redistilled (DIPEA) (0.1 ml, 0.56 mmol) and benzotriazole-1-yl-oxy-tris-pyrrolidino-phosphonium hexafluorophosphate (pybop) (291.4 mg, 0.56 mmol) in DMF (5 mL) was stirred overnight and then partitioned between ethyl acetate and water. The organic phase was washed with brine, dried (MgSO4 anh), and concentrated. The residue was purified by Prep-TLC (n-Hexane:EtoAc:MeOH=6:3:1) to give 244-Adamantyl-1-yl-phenoxyl)-N-(3-sulfamoyl-phenyl)-acetamide as a white solid (23.1 mg, 18.7% yield).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08394799B2 |
| Source dataset | uspto-grants-2013_03 |
| ORD ID | ord-c221f3b1c43d42e99091161731530250 |
| Source note | uspto-grants-2013_03 |