Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Pyridine | HCID 1049 | — |
| Reactant | Methanesulfonyl chloride | HCID 31297 | — |
| Reactant | HCID 86679425 | HCID 86679425 | — |
| Solvent | Ammonium Chloride | HCID 25517 | — |
| Product | HCID 86679426 | HCID 86679426 | 72.7% |
Reaction Steps
tert-Butyl 3-amino-4-methoxybenzyl(methyl)carbamate (265.3 mg, 0.996 mmol) was dissolved in pyridine (3000 μl, 37.1 mmol) and cooled to 0° C. MsCl (93 μl, 1.195 mmol) was added dropwise, and the reaction was stirred at RT for 1 hour. The solution was diluted with NH4Cl sat. sol. and extracted twice with DCM. The organic layers were washed with brine, dried over Na2SO4 and evaporated under vacuum to give tert-butyl 4-methoxy-3-(methylsulfonamido)benzyl(methyl)-carbamate (249.5 mg, 0.724 mmol, 72.7% yield, MS/ESI+ 367.2 [MNa]+) that was used in the next step without further purification.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09265768B2 |
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| Source dataset | uspto-grants-2016_02 |
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| ORD ID | ord-2fdb7f44540240ffa72963ce96367ad1 |
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| Source note | uspto-grants-2016_02 |
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