HuagongsheHuagongshe Chemistry Print Report · For research reference only
Bromoacetyl chloride → HCID 22254164, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Bromoacetyl chloride | HCID 89602 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | HCID 22254159 | HCID 22254159 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 22254164 | HCID 22254164 | 76% |
Reaction Steps
Aqueous NaHCO3 (8 eq) was added to the stirred solution of [4-amino-3-(2,4-dichlorophenyl)phenyl]{2-[(6-amino-5-nitro(2-pyridyl))amino]ethyl}amine (1 eq) in EtOAc at room temperature. 2-bromoacetyl chloride (1.5 eq) in minimal EtOAc was added slowly to the vigorously stirred reaction solution. The reaction was monitored by LC/MS and determined to be complete within 30 min. The organic layer was separated and washed with water, brine, dried (Na2SO4), filtered, and concentrated to dryness to give the crude N-[4-({2-[(6-amino-5-nitro(2-pyridyl))amino]ethyl}amino)-2-(2,4-dichlorophenyl)phenyl]-2-bromoacetamide as a dark yellow glass in 76% yield (˜90% pure, LC/MS m/z 555.2 MH+). The product was stored at −4° C. to avoid decomposition.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06989382B2 |
| Source dataset | uspto-grants-2006_01 |
| ORD ID | ord-fce090f4eefb47e1917bbe52840e5469 |
| Source note | uspto-grants-2006_01 |