HuagongsheHuagongshe Chemistry Print Report · For research reference only
1-Pyrrolidineethanamine → HCID 68949185, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1-Pyrrolidineethanamine | HCID 1344 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimide | HCID 15908 | — |
| Reactant | 1-Hydroxybenzotriazole | HCID 75771 | — |
| Reactant | 2-Methoxy-4-[2-(4-methoxy-phenyl)-7-oxo-4,7-dihydro-5H-thieno[2,3-c]pyridin-6-yl]-benzoic acid | HCID 68950145 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 68949185 | HCID 68949185 | 5.1% |
Reaction Steps
Suspend 2-methoxy-4-[2-(4-methoxy-phenyl)-7-oxo-4,7-dihydro-5H-thieno[2,3-c]pyridin-6-yl]-benzoic acid (0.1451 g, 0.35 mmol) in DMF (5 mL) and add 2-pyrrolidin-1-yl-ethylamine (45 mg, 0.39 mmol), EDCI (81 mg, 0.42 mmol), HOBt (57 mg, 0.42 mmol) and Et3N (0.15 mL, 1.06 mmol). Stir the reaction at RT overnight. Dilute with EtOAc (100 mL), wash with water (2×30 mL), and dry over Na2SO4. Purify the crude material by silica gel chromatography, eluting with 2% NH3—H2O, 50% CH3OH/EtOAc to give 9 mg (5%) of the title compound. LC-MS/ES m/z 506.2 [M+H]+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08263772B2 |
| Source dataset | uspto-grants-2012_09 |
| ORD ID | ord-7af73d3331b341b2854f13ffdfe78e45 |
| Source note | uspto-grants-2012_09 |