HuagongsheHuagongshe Chemistry Print Report · For research reference only
Dimethylformamide → HCID 44434063, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | Phenethyl bromide | HCID 7666 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | HCID 59730015 | HCID 59730015 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 44434063 | HCID 44434063 | 37% |
Reaction Steps
Combine 6-(1,2,3,4-tetrahydro-isoquinolin-6-yloxy)-nicotinamide (46.9 mg, 0.17 mmol), DMF (3 mL), Et3N (0.1 mL, 0.77 mmol), and phenethylbromide (52 uL, 0.38 mmol) in a 7 mL vial. Place the reaction vial on a shaker at 70° C. for 72 hours, and then add water and ethyl acetate. Wash the ethyl acetate layer several times with water, 10% LiCl, and dry over Na2SO4. Concentrate organic mixture and flash chromatograph using 30% THF, 4% 1.0 N NH3 in MeOH, 76% CH2Cl2 to afford 23.2 mg, (37% yield) of the title compound: MS m/z 374 (M+1).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07381719B2 |
| Source dataset | uspto-grants-2008_06 |
| ORD ID | ord-59d875db52ff45f29c0450928a30193c |
| Source note | uspto-grants-2008_06 |