HuagongsheHuagongshe Chemistry Print Report · For research reference only
1-Bromo-2-methylpropane → 2-chloro-N-(3,5-dimethylpyridin-2-yl)-4-fluoro-N-isobutylbenzenesulfonamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1-Bromo-2-methylpropane | HCID 6555 | — |
| Reactant | 2-tert-Butyl-1,1,3,3-tetramethylguanidine | HCID 3571581 | — |
| Reactant | HCID 89876078 | HCID 89876078 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | 2-chloro-N-(3,5-dimethylpyridin-2-yl)-4-fluoro-N-isobutylbenzenesulfonamide | HCID 89876052 | 6.1% |
Reaction Steps
To a solution of 2-chloro-N-(3,5-dimethylpyridin-2-yl)-4-fluorobenzenesulfonamide (117 mg, 0.372 mmol) in acetonitrile (4 mL) stirred at room temperature, was added N″-(1,1-dimethylethyl)-N,N,N′,N′-tetramethylguanidine (127 mg, 0.743 mmol). The reaction mixture was stirred at room temperature for 1 hour, then 1-bromo-2-methylpropane (0.081 mL, 0.743 mmol) was added. The reaction vessel was sealed and heated under microwaves at 150° C. for 30 minutes. The solvent was evaporated in vacuo and the crude was purified by mass directed autoprep (ammonium carbonate modifier) to give the title compound (8.4 mg). LCMS (2 min, High pH) Rt 1.45 min, m/z (ES+) 371 (M+H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09242972B2 |
| Source dataset | uspto-grants-2016_01 |
| ORD ID | ord-cda3364511ab466e8b95b633ae361bfd |
| Source note | uspto-grants-2016_01 |