HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → 6-Chloro-4-(3-iodobenzylamino)nicotinamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | 3-Iodobenzylamine | HCID 97012 | — |
| Reactant | 4,6-Dichloronicotinamide | HCID 600044 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Solvent | N-methyl-2-pyrrolidone | HCID 13387 | — |
| Product | 6-Chloro-4-(3-iodobenzylamino)nicotinamide | HCID 86664546 | 32.8% |
Reaction Steps
A solution of 4,6-dichloronicotinamide (400 mg, 2.09 mmol), 3-iodobenzylamine (0.285 mL, 2.13 mmol) and DIEA (0.500 mL, 2.87 mmol) in NMP (5 mL) was stirred at 90 C for 48 h. Water and EtOAc were added. Organic phase was separated, dried over Na2SO4, concentrated in vacuo. The residue was purified by a silica gel column, eluted with 0-100% EtOAc in hexane to give 6-chloro-4-(3-iodobenzylamino)nicotinamide as a solid (266 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09102625B2 |
| Source dataset | uspto-grants-2015_08 |
| ORD ID | ord-4921231e157b48ab82f419ed3f359d14 |
| Source note | uspto-grants-2015_08 |