HuagongsheHuagongshe Chemistry Print Report · For research reference only
1,2-Dichloroethane → HCID 22860739, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1,2-Dichloroethane | HCID 11 | — |
| Reactant | 4-Methylmorpholine | HCID 7972 | — |
| Reactant | 4-Pyridineacetic acid | HCID 34228 | — |
| Reactant | 1-Hydroxybenzotriazole | HCID 75771 | — |
| Reactant | HCID 10811257 | HCID 10811257 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 22860739 | HCID 22860739 | 100% |
Reaction Steps
A solution of 55 mg (0.315 mmol) of 4-pyridylacetic acid in 1 mL of CH2Cl2, containing 0.079 mL (0.715 mmol) of N-methylmorpholine, 53 mg (0.37 mmol) of HOBt and 73 mg (0.37 mmol) of EDC was stirred for 10 min. A solution of 2-(S)-(3,5-bis(trifluoromethyl)benzyloxy)-3-(R)-phenylmorpholine (from Example 33) in 1 mL of CH2Cl2 was added. After stirring the mixture for 2 h, it was partitioned between water and CH2Cl2. The organic layer was washed with water, brine and dried by filtering through Na2SO4. The filtrate was concentrated and the residue was purified by flash chromatography using 70% EtOAc/hexane to furnish 152 mg (100% yield) of the product.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06048859 |
| Source dataset | uspto-grants-2000_04 |
| ORD ID | ord-e6ed81da7a054cb1b830d16c0fd331ad |
| Source note | uspto-grants-2000_04 |