HuagongsheHuagongshe Chemistry Print Report · For research reference only
4-Methylmorpholine → HCID 22601457, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 4-Methylmorpholine | HCID 7972 | — |
| Reactant | 1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimide | HCID 15908 | — |
| Reactant | 1-Hydroxybenzotriazole | HCID 75771 | — |
| Reactant | 3,5-Dichloroisonicotinic acid | HCID 605763 | — |
| Reactant | 2-[4-(Aminomethyl)phenyl]ethan-1-ol | HCID 22601458 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 22601457 | HCID 22601457 | 44.1% |
Reaction Steps
Using the EDCI coupling general procedure F: Reaction of 2-(4-Aminomethyl-phenyl)-ethanol (306 mg, 2.03 mmol), 3,5-dichloroisonicotinic acid (385 mg, 2.03 mmol), 1-hydroxybenzotriazole (301 mg, 2.22 mmol), 4-methyl morpholine (0.50 mL, 4.45 mmol), and EDCI (426 mg, 2.22 mmol) in anhydrous DMF (5 mL) overnight at room temperature and overnight at 40° C. followed by column chromatography on silica gel (2:2:96 MeOH—NH4OH—CH2Cl2) gave the title compound (291 mg, 44%) as a white foam.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06835731B2 |
| Source dataset | uspto-grants-2004_12 |
| ORD ID | ord-11f7e63e707e4c779e2ddde1d434fc07 |
| Source note | uspto-grants-2004_12 |