HuagongsheHuagongshe Chemistry Print Report · For research reference only
4-Methylmorpholine → HCID 66895618, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 4-Methylmorpholine | HCID 7972 | — |
| Reactant | 2,4-Difluoroaniline | HCID 9709 | — |
| Reactant | Isobutyl chloroformate | HCID 62365 | — |
| Reactant | HCID 1633439 | HCID 1633439 | — |
| Solvent | Nitrogen | HCID 947 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 66895618 | HCID 66895618 | 54.2% |
Reaction Steps
N-Boc-trifluoromethionine (212 mg, 0.851 mmol) was dissolved in dry THF in the presence of N2, and the temperature was adjusted to −78° C. Subsequently, N-methylmorpholine (0.11 ml, 1.000 mmol) was added thereto, and the mixture was stirred. Two minutes later, isobutyl chloroformate (0.13 ml, 0.999 mmol) was added thereto, and the mixture was stirred for 2 minutes. Finally, 2,4-difluoroaniline (0.10 ml, 0.982 mmol) was added thereto. TLC was performed to confirm disappearance of the starting compound, and the solid matters were filtered, followed by distillation of THF under reduced pressure. The residue was purified by column chromatography (Hex:AcOEt=80:20), thereby the product (191 mg, 54%) was obtained.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07868206B2 |
| Source dataset | uspto-grants-2011_01 |
| ORD ID | ord-f2936d3fa26d41feb5e6365b6b626cb2 |
| Source note | uspto-grants-2011_01 |