HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → HCID 178452464, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | N,N,N',N'-Tetramethylethylenediamine | HCID 8037 | — |
| Reactant | 4-fluoro-N-(methylsulfonyloxy)benzimidoyl chloride | HCID 54119685 | — |
| Reactant | (S)-Tert-butyl 2-(4-aminophenyl)morpholine-4-carboxylate | HCID 66705988 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 178452464 | HCID 178452464 | 46% |
Reaction Steps
A solution of (S)-tert-butyl 2-(4-aminophenyl)morpholine-4-carboxylate (140 mg, 0.5 mol), 4-fluoro-N-(methylsulfonyloxy)benzimidoyl chloride (152 mg, 0.6 mmol) and N,N,N′,N′-tetramethylethylenediamine (123 mg, 1.06 mmol) in tetrahydrofurane (0.8 ml) was shaken in a closed vial at 60° C. overnight. Water was added, and the mixture was extracted twice with ethyl acetate. The cobined organic layers were dried (MgSO4) and evaporated. Flash chromatography (10 g silica gel, 10 to 30% ethyl acetate in heptane) yielded a white solid (92 mg, 46%), MS (ISP): 398.2 ([M+H]+).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09181230B2 |
| Source dataset | uspto-grants-2015_11 |
| ORD ID | ord-540e2abc9d024860a42710f25a74755f |
| Source note | uspto-grants-2015_11 |