HuagongsheHuagongshe Chemistry Print Report · For research reference only
Morpholine → HCID 60204420, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Morpholine | HCID 8083 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimide | HCID 15908 | — |
| Reactant | HOAt | HCID 181649 | — |
| Reactant | HCID 57428829 | HCID 57428829 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 60204420 | HCID 60204420 | 78.8% |
Reaction Steps
A mixture of 5-(2-(methylthio)pyrimidin-4-yl)thiophene-2-carboxylic acid (200 mg, 0.79 mmol), morpholine (69 mg, 0.79 mmol), EDCI (182 mg, 0.95 mmol), HOAt (21 mg, 0.16 mmol) and triethylamine (159 mg, 1.58 mmol) in dichloromethane (20 mL) was stirred at rt for 24 h. Water (50 mL) was added and the mixture was extracted with dichloromethane (3×50 mL). The combined organic layers were washed with brine (100 mL), dried over anhydrous sodium sulfate and filtered. The solvent was removed in vacuo and the residue purified by flash chromatography eluting with ethyl acetate/hexane (1:1) to give the intermediate (5-(2-(methylthio)pyrimidin-4-yl)thiophen-2-yl)(morpholino)methanone as a white solid (200 mg, 78%). MS (M+H)+ 322.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07858785B2 |
| Source dataset | uspto-grants-2010_12 |
| ORD ID | ord-f707f6aef0d640f99d7b20a1efd848b5 |
| Source note | uspto-grants-2010_12 |