HuagongsheHuagongshe Chemistry Print Report · For research reference only
Trifluoroacetic acid → 3-Amino-N-(2-[(2,3-difluorobenzyl)thio]-6-methoxypyrimidin-4-yl)azetidine-1-sulfonamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Trifluoroacetic acid | HCID 6422 | — |
| Reactant | HCID 53628412 | HCID 53628412 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | 3-Amino-N-(2-[(2,3-difluorobenzyl)thio]-6-methoxypyrimidin-4-yl)azetidine-1-sulfonamide | HCID 59558794 | — |
Reaction Steps
A solution of tert-butyl {1-[({2-[(2,3-difluorobenzyl)thio]-6-methoxypyrimidin-4-yl}amino)sulfonyl]azetidin-3-yl}carbamate (the product of step ii, 0.48 g) and TFA (2 ml) in methanol (6 ml) was stirred at room temperature for 1.5 h then the volatiles evaporated and 7M ammonia in methanol (6 ml) added to the residue. The solution was stirred for 2 h then the volatiles evaporated and the residue purified by column chromatography on silica using a 2-8% mixture of methanol in DCM and then further purified by reverse phase HPLC (gradient 5-95% acetonitrile in 0.1% aqueous ammonium acetate) to afford the title compound as a white solid. Yield: 73 mg
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08410123B2 |
| Source dataset | uspto-grants-2013_04 |
| ORD ID | ord-191b762044314c2d9839d1be63deba8a |
| Source note | uspto-grants-2013_04 |