HuagongsheHuagongshe Chemistry Print Report · For research reference only
1,2-Dichloroethane → (R)-2-(3-bromo-4-cyanophenylamino)-2-phenylacetamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1,2-Dichloroethane | HCID 11 | — |
| Reactant | Ammonium Hydroxide | HCID 14923 | — |
| Reactant | 1-Hydroxybenzotriazole hydrate | HCID 2796029 | — |
| Reactant | (R)-2-(3-bromo-4-cyanophenylamino)-2-phenylacetic acid | HCID 67509737 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | (R)-2-(3-bromo-4-cyanophenylamino)-2-phenylacetamide | HCID 67508351 | 87.5% |
Reaction Steps
To a solution of (R)-2-(3-bromo-4-cyanophenylamino)-2-phenylacetic acid (90 mg, 0.27 mmol) and HOBt hydrate (62 mg, 0.40 mmol) in DMF (2 mL), EDC (74 mg, 0.38 mmol) was added. The mixture was stirred for 60 min. Then conc. NH4OH (0.100 mL, ˜1.40 mmol) was added. It was stirred for 18 h. Water and EtOAc were added. The organic phase was separated, washed with 5% NaHCO3, dried over Na2SO4, concentrated in vacuo to give (R)-2-(3-bromo-4-cyanophenylamino)-2-phenylacetamide (78 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08846928B2 |
| Source dataset | uspto-grants-2014_09 |
| ORD ID | ord-c6573f14154f44da8daace8aedf63950 |
| Source note | uspto-grants-2014_09 |