HuagongsheHuagongshe Chemistry Print Report · For research reference only
1,2-Dichloroethane → 5-bromo-2-chloro-N-(4-chlorophenyl)nicotinamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1,2-Dichloroethane | HCID 11 | — |
| Reactant | 1-Hydroxybenzotriazole | HCID 75771 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | 5-Bromo-2-chloronicotinic acid | HCID 2763342 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 5-bromo-2-chloro-N-(4-chlorophenyl)nicotinamide | HCID 22249205 | — |
Reaction Steps
To a mixture of 4-chloroanaline (594 mg, 4.7 mmol, 1. eq.), EDC (1.62 g, 8.5 mmol, 2 eq.), HOBT (572 mg, 4.2 mmol, 1 eq.), and DIEA (1.1 ml, 6.3 mmol, 1.5 eq.) in CH2Cl2 (50 ml) was added 5-bromo-2-chloronicotinic acid from Step B (1.0 g, 4.2 mmol). The reaction was stirred at RT overnight. The solution was quenched with water and the organic layer was purified by chromatography (50% EtOAc in hexane) to afford a light-yellow compound. MS (ES+): 347.0, 349.0 (M+H)+; (ES−): 345.0, 347.0 (M−H)−.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08058445B2 |
| Source dataset | uspto-grants-2011_11 |
| ORD ID | ord-760ecb0b07054f4ba1d0afdfb9a7e123 |
| Source note | uspto-grants-2011_11 |