HuagongsheHuagongshe Chemistry Print Report · For research reference only
1,2-Dichloroethane → N-[6-(2-Cyano-vinyl)-1,2,3,4-tetrahydro-naphthalen-1-yl]-3-(3,4-dichloro-benzenesulfonylamino)-3-(4-fluoro-phenyl)-propionamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1,2-Dichloroethane | HCID 11 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | Methanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1) | HCID 9886157 | — |
| Reactant | 3-(3,4-Dichlorobenzene-sulfonylamino)-3-(4-fluoro-phenyl)-propionic acid | HCID 45466234 | — |
| Reactant | 3-(5-Amino-5,6,7,8-tetrahydro-naphthalen-2-yl)-acrylonitrile | HCID 68926650 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | N-[6-(2-Cyano-vinyl)-1,2,3,4-tetrahydro-naphthalen-1-yl]-3-(3,4-dichloro-benzenesulfonylamino)-3-(4-fluoro-phenyl)-propionamide | HCID 68931708 | — |
Reaction Steps
To a solution of 3-(5-amino-5,6,7,8-tetrahydro-naphthalen-2-yl)-acrylonitrile (100 mg, 0.504 mmol) in CH2Cl2 (10 mL) was added 3-(3,4-dichlorobenzene-sulfonylamino)-3-(4-fluoro-phenyl)-propionic acid (210 mg, 0.554 mmol), HATU (96 mg, 0.252 mmol), EDC (106 mg, 0.55 mmol), and DIEA (0.17 mL, 1.008 mmol). The resulting mixture was stirred at RT for 18 h. Solvent was evaporated in vacuo. The residue was purified by chromatography on silica gel. Elution with Hex:Acetone mixture (75:25) gave final compound. MS m/z: 573.12 (M+H). Calc'd. for C28H24Cl2FN3O3S-572.48.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07425631B2 |
| Source dataset | uspto-grants-2008_09 |
| ORD ID | ord-04f3873dfe6b437eb9510bef7ccacab2 |
| Source note | uspto-grants-2008_09 |