HuagongsheHuagongshe Chemistry Print Report · For research reference only
Morpholine → HCID 86711842, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Morpholine | HCID 8083 | — |
| Reactant | 1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimide | HCID 15908 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | HOAt | HCID 181649 | — |
| Reactant | HCID 86711841 | HCID 86711841 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 86711842 | HCID 86711842 | 78.2% |
Reaction Steps
To a solution of 3-(4-chlorophenyl)-4-methyl-1H-pyrrole-2-carboxylic acid (1.71 g, 7.26 mmol) and DIPEA (1.39 mL, 7.98 mmol) in DCM (50 mL) were added morpholine (664 μL, 7.62 mmol), HOAt (99 mg, 726 μmol) and EDCI (1.53 g, 7.98 mmol) and the reaction mixture was stirred at room temperature for 2 h. The mixture was washed with brine (100 mL) and the organic layer was dried (Na2SO4) and concentrated. Purification by column chromatography (silica, DCM/(7 M NH3 in MeOH), 98:2) afforded the desired product (1.73 g, 78%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09302988B2 |
| Source dataset | uspto-grants-2016_04 |
| ORD ID | ord-3c889c9f2f2244689f2e844f842ab00f |
| Source note | uspto-grants-2016_04 |