HuagongsheHuagongshe Chemistry Print Report · For research reference only
Propionic Acid → HCID 71811363, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Propionic Acid | HCID 1032 | — |
| Reactant | 1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimide | HCID 15908 | — |
| Reactant | Monobasic potassium phosphate | HCID 516951 | — |
| Reactant | 4-(8-Amino-5,6,7,8-tetrahydro-4-isoquinolinyl)benzonitrile | HCID 71811360 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 71811363 | HCID 71811363 | 95% |
Reaction Steps
To a stirred solution of (rac)-4-(8-amino-5,6,7,8-tetrahydroisoquinolin-4-yl)benzonitrile (example 1) (480 mg, 1.93 mmol) and propionic acid (158 μL, 2.12 mmol) in CH2Cl2 (10 mL) at 0° C. under Argon was added EDCI (406 mg, 2.12 mmol). Stirring was continued over night and the reaction mixture was allowed to warm up to room temperature. The reaction mixture was poured into aq. 10% KH2PO4 solution followed by extraction with AcOEt (3×). The organic phases were washed once with aq. 10% KH2PO4, aq. sat. NaHCO3 and with aq. sat. NaCl solution. The combined organic phases were dried over Na2SO4, filtered and evaporated to afford the title compound (558 mg, 95%) as light brown solid. MS: 306.2 (M+H+).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09187429B2 |
| Source dataset | uspto-grants-2015_11 |
| ORD ID | ord-14e569cad0f54ce8b3595435e20b96ee |
| Source note | uspto-grants-2015_11 |