HuagongsheHuagongshe Chemistry Print Report · For research reference only
4-Methylmorpholine → HCID 76578010, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 4-Methylmorpholine | HCID 7972 | — |
| Reactant | 1-Hydroxybenzotriazole | HCID 75771 | — |
| Reactant | Benzyloxyamine hydrochloride | HCID 102312 | — |
| Reactant | 1,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochloride | HCID 2723939 | — |
| Reactant | HCID 66660973 | HCID 66660973 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 76578010 | HCID 76578010 | 83% |
Reaction Steps
To a mixture of the compound obtained in step f above (409 mg, 1.020 mmol), NMM (0.4 mL, 3.58 mmol) and HOBt (234 mg, 1.734 mmol) in DMF (10 mL) at −15° C. was added EDCl (214 mg, 1.123 mmol). After the reaction was stirred for 30 minutes, it was allowed to warm to room temperature, BnONH2HCl (179 mg, 1.123 mmol) was then added and the reaction was stirred overnight. The solvent was removed under vacuum; the residue was diluted with EtOAc and washed with brine. The combined organic layers were dried and concentrated; the crude product was purified by silica gel column chromatography which gave the title compound as an oil (426 mg, 83% yield).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08338471B2 |
| Source dataset | uspto-grants-2012_12 |
| ORD ID | ord-bde10e9dd12c4ee6ae37a5463f8bc437 |
| Source note | uspto-grants-2012_12 |